JP2013108073A5 - - Google Patents
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- Publication number
- JP2013108073A5 JP2013108073A5 JP2012237493A JP2012237493A JP2013108073A5 JP 2013108073 A5 JP2013108073 A5 JP 2013108073A5 JP 2012237493 A JP2012237493 A JP 2012237493A JP 2012237493 A JP2012237493 A JP 2012237493A JP 2013108073 A5 JP2013108073 A5 JP 2013108073A5
- Authority
- JP
- Japan
- Prior art keywords
- ester
- alkyl
- aryl
- trans
- ink
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- -1 trans-cinnamic acid diester Chemical class 0.000 claims 12
- NDTYTMIUWGWIMO-UHFFFAOYSA-N perillyl alcohol Chemical compound CC(=C)C1CCC(CO)=CC1 NDTYTMIUWGWIMO-UHFFFAOYSA-N 0.000 claims 10
- WONIGEXYPVIKFS-UHFFFAOYSA-N Verbenol Chemical compound CC1=CC(O)C2C(C)(C)C1C2 WONIGEXYPVIKFS-UHFFFAOYSA-N 0.000 claims 6
- QMVPMAAFGQKVCJ-UHFFFAOYSA-N citronellol Chemical compound OCCC(C)CCC=C(C)C QMVPMAAFGQKVCJ-UHFFFAOYSA-N 0.000 claims 6
- CDOSHBSSFJOMGT-UHFFFAOYSA-N linalool Chemical compound CC(C)=CCCC(C)(O)C=C CDOSHBSSFJOMGT-UHFFFAOYSA-N 0.000 claims 6
- 229930007631 (-)-perillyl alcohol Natural products 0.000 claims 5
- 239000001490 (3R)-3,7-dimethylocta-1,6-dien-3-ol Substances 0.000 claims 5
- CDOSHBSSFJOMGT-JTQLQIEISA-N (R)-linalool Natural products CC(C)=CCC[C@@](C)(O)C=C CDOSHBSSFJOMGT-JTQLQIEISA-N 0.000 claims 5
- IRZWAJHUWGZMMT-UHFFFAOYSA-N Chrysanthenol Natural products CC1=CCC2C(C)(C)C1C2O IRZWAJHUWGZMMT-UHFFFAOYSA-N 0.000 claims 5
- GLZPCOQZEFWAFX-UHFFFAOYSA-N Geraniol Chemical compound CC(C)=CCCC(C)=CCO GLZPCOQZEFWAFX-UHFFFAOYSA-N 0.000 claims 5
- JGQFVRIQXUFPAH-UHFFFAOYSA-N beta-citronellol Natural products OCCC(C)CCCC(C)=C JGQFVRIQXUFPAH-UHFFFAOYSA-N 0.000 claims 5
- 235000000484 citronellol Nutrition 0.000 claims 5
- 229930007744 linalool Natural products 0.000 claims 5
- 239000000203 mixture Substances 0.000 claims 5
- 235000005693 perillyl alcohol Nutrition 0.000 claims 5
- FQTLCLSUCSAZDY-UHFFFAOYSA-N (+) E(S) nerolidol Natural products CC(C)=CCCC(C)=CCCC(C)(O)C=C FQTLCLSUCSAZDY-UHFFFAOYSA-N 0.000 claims 4
- 239000005792 Geraniol Substances 0.000 claims 4
- GLZPCOQZEFWAFX-YFHOEESVSA-N Geraniol Natural products CC(C)=CCC\C(C)=C/CO GLZPCOQZEFWAFX-YFHOEESVSA-N 0.000 claims 4
- XCPQUQHBVVXMRQ-UHFFFAOYSA-N alpha-Fenchene Natural products C1CC2C(=C)CC1C2(C)C XCPQUQHBVVXMRQ-UHFFFAOYSA-N 0.000 claims 4
- 229940113087 geraniol Drugs 0.000 claims 4
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 claims 4
- WASNIKZYIWZQIP-AWEZNQCLSA-N nerolidol Natural products CC(=CCCC(=CCC[C@@H](O)C=C)C)C WASNIKZYIWZQIP-AWEZNQCLSA-N 0.000 claims 4
- WTARULDDTDQWMU-IUCAKERBSA-N (-)-Nopinene Natural products C1[C@@H]2C(C)(C)[C@H]1CCC2=C WTARULDDTDQWMU-IUCAKERBSA-N 0.000 claims 3
- WTARULDDTDQWMU-UHFFFAOYSA-N Pseudopinene Natural products C1C2C(C)(C)C1CCC2=C WTARULDDTDQWMU-UHFFFAOYSA-N 0.000 claims 3
- 229930006722 beta-pinene Natural products 0.000 claims 3
- LCWMKIHBLJLORW-UHFFFAOYSA-N gamma-carene Natural products C1CC(=C)CC2C(C)(C)C21 LCWMKIHBLJLORW-UHFFFAOYSA-N 0.000 claims 3
- 150000003097 polyterpenes Chemical class 0.000 claims 3
- 239000011347 resin Substances 0.000 claims 3
- 229920005989 resin Polymers 0.000 claims 3
- WTARULDDTDQWMU-RKDXNWHRSA-N (+)-β-pinene Chemical compound C1[C@H]2C(C)(C)[C@@H]1CCC2=C WTARULDDTDQWMU-RKDXNWHRSA-N 0.000 claims 2
- GRWFGVWFFZKLTI-IUCAKERBSA-N (-)-α-pinene Chemical compound CC1=CC[C@@H]2C(C)(C)[C@H]1C2 GRWFGVWFFZKLTI-IUCAKERBSA-N 0.000 claims 2
- IBVJWOMJGCHRRW-UHFFFAOYSA-N 3,7,7-Trimethylbicyclo[4.1.0]hept-2-ene Chemical compound C1CC(C)=CC2C(C)(C)C12 IBVJWOMJGCHRRW-UHFFFAOYSA-N 0.000 claims 2
- 125000005907 alkyl ester group Chemical group 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- UAHWPYUMFXYFJY-UHFFFAOYSA-N beta-myrcene Chemical compound CC(C)=CCCC(=C)C=C UAHWPYUMFXYFJY-UHFFFAOYSA-N 0.000 claims 2
- CRPUJAZIXJMDBK-UHFFFAOYSA-N camphene Chemical compound C1CC2C(=C)C(C)(C)C1C2 CRPUJAZIXJMDBK-UHFFFAOYSA-N 0.000 claims 2
- BQOFWKZOCNGFEC-UHFFFAOYSA-N carene Chemical compound C1C(C)=CCC2C(C)(C)C12 BQOFWKZOCNGFEC-UHFFFAOYSA-N 0.000 claims 2
- ULDHMXUKGWMISQ-UHFFFAOYSA-N carvone Chemical compound CC(=C)C1CC=C(C)C(=O)C1 ULDHMXUKGWMISQ-UHFFFAOYSA-N 0.000 claims 2
- NEHNMFOYXAPHSD-UHFFFAOYSA-N citronellal Chemical compound O=CCC(C)CCC=C(C)C NEHNMFOYXAPHSD-UHFFFAOYSA-N 0.000 claims 2
- GJWSUKYXUMVMGX-UHFFFAOYSA-N citronellic acid Chemical compound OC(=O)CC(C)CCC=C(C)C GJWSUKYXUMVMGX-UHFFFAOYSA-N 0.000 claims 2
- 150000002148 esters Chemical class 0.000 claims 2
- WTEVQBCEXWBHNA-JXMROGBWSA-N geranial Chemical compound CC(C)=CCC\C(C)=C\C=O WTEVQBCEXWBHNA-JXMROGBWSA-N 0.000 claims 2
- 235000001510 limonene Nutrition 0.000 claims 2
- 229940087305 limonene Drugs 0.000 claims 2
- DMCJFWXGXUEHFD-UHFFFAOYSA-N pentatriacontan-18-one Chemical compound CCCCCCCCCCCCCCCCCC(=O)CCCCCCCCCCCCCCCCC DMCJFWXGXUEHFD-UHFFFAOYSA-N 0.000 claims 2
- CDSMSBUVCWHORP-UHFFFAOYSA-N perillic acid Chemical compound CC(=C)C1CCC(C(O)=O)=CC1 CDSMSBUVCWHORP-UHFFFAOYSA-N 0.000 claims 2
- 229920000642 polymer Polymers 0.000 claims 2
- GRWFGVWFFZKLTI-UHFFFAOYSA-N rac-alpha-Pinene Natural products CC1=CCC2C(C)(C)C1C2 GRWFGVWFFZKLTI-UHFFFAOYSA-N 0.000 claims 2
- PSQYTAPXSHCGMF-BQYQJAHWSA-N β-ionone Chemical compound CC(=O)\C=C\C1=C(C)CCCC1(C)C PSQYTAPXSHCGMF-BQYQJAHWSA-N 0.000 claims 2
- YKFLAYDHMOASIY-UHFFFAOYSA-N γ-terpinene Chemical compound CC(C)C1=CCC(C)=CC1 YKFLAYDHMOASIY-UHFFFAOYSA-N 0.000 claims 2
- SFEOKXHPFMOVRM-UHFFFAOYSA-N (+)-(S)-gamma-ionone Natural products CC(=O)C=CC1C(=C)CCCC1(C)C SFEOKXHPFMOVRM-UHFFFAOYSA-N 0.000 claims 1
- DCSCXTJOXBUFGB-JGVFFNPUSA-N (R)-(+)-Verbenone Natural products CC1=CC(=O)[C@@H]2C(C)(C)[C@H]1C2 DCSCXTJOXBUFGB-JGVFFNPUSA-N 0.000 claims 1
- DCSCXTJOXBUFGB-SFYZADRCSA-N (R)-(+)-verbenone Chemical compound CC1=CC(=O)[C@H]2C(C)(C)[C@@H]1C2 DCSCXTJOXBUFGB-SFYZADRCSA-N 0.000 claims 1
- FUDNBFMOXDUIIE-SNVBAGLBSA-N (S)-3,7-Dimethyl-1,6-octadiene Chemical compound C=C[C@@H](C)CCC=C(C)C FUDNBFMOXDUIIE-SNVBAGLBSA-N 0.000 claims 1
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 claims 1
- IBVJWOMJGCHRRW-DTWKUNHWSA-N 2-Carene Natural products C1CC(C)=C[C@H]2C(C)(C)[C@@H]12 IBVJWOMJGCHRRW-DTWKUNHWSA-N 0.000 claims 1
- LUNMJRJMSXZSLC-UHFFFAOYSA-N 2-cyclopropylethanol Chemical compound OCCC1CC1 LUNMJRJMSXZSLC-UHFFFAOYSA-N 0.000 claims 1
- RFTSTDZHMJDOGT-WKILWMFISA-N C(C=CC1=CC=CC=C1)(=O)OC[C@@H]1CC[C@H](CC1)CO Chemical compound C(C=CC1=CC=CC=C1)(=O)OC[C@@H]1CC[C@H](CC1)CO RFTSTDZHMJDOGT-WKILWMFISA-N 0.000 claims 1
- 239000005973 Carvone Substances 0.000 claims 1
- WTEVQBCEXWBHNA-UHFFFAOYSA-N Citral Natural products CC(C)=CCCC(C)=CC=O WTEVQBCEXWBHNA-UHFFFAOYSA-N 0.000 claims 1
- 229930008398 Citronellate Natural products 0.000 claims 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 claims 1
- 241000134874 Geraniales Species 0.000 claims 1
- FQTLCLSUCSAZDY-ATGUSINASA-N Nerolidol Chemical compound CC(C)=CCC\C(C)=C\CC[C@](C)(O)C=C FQTLCLSUCSAZDY-ATGUSINASA-N 0.000 claims 1
- PXRCIOIWVGAZEP-UHFFFAOYSA-N Primaeres Camphenhydrat Natural products C1CC2C(O)(C)C(C)(C)C1C2 PXRCIOIWVGAZEP-UHFFFAOYSA-N 0.000 claims 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 claims 1
- 229930006000 Sucrose Natural products 0.000 claims 1
- IJCWFDPJFXGQBN-RYNSOKOISA-N [(2R)-2-[(2R,3R,4S)-4-hydroxy-3-octadecanoyloxyoxolan-2-yl]-2-octadecanoyloxyethyl] octadecanoate Chemical class CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCCCCCCCCCCCC)[C@H]1OC[C@H](O)[C@H]1OC(=O)CCCCCCCCCCCCCCCCC IJCWFDPJFXGQBN-RYNSOKOISA-N 0.000 claims 1
- IOMZCYWFJSCYQN-UHDJGPCESA-N [2-(hydroxymethyl)furan-3-yl]methanol;(e)-3-phenylprop-2-enoic acid Chemical compound OCC=1C=COC=1CO.OC(=O)\C=C\C1=CC=CC=C1 IOMZCYWFJSCYQN-UHDJGPCESA-N 0.000 claims 1
- OCKWAZCWKSMKNC-UHFFFAOYSA-N [3-octadecanoyloxy-2,2-bis(octadecanoyloxymethyl)propyl] octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(COC(=O)CCCCCCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC OCKWAZCWKSMKNC-UHFFFAOYSA-N 0.000 claims 1
- 125000002877 alkyl aryl group Chemical group 0.000 claims 1
- UZFLPKAIBPNNCA-UHFFFAOYSA-N alpha-ionone Natural products CC(=O)C=CC1C(C)=CCCC1(C)C UZFLPKAIBPNNCA-UHFFFAOYSA-N 0.000 claims 1
- UZFLPKAIBPNNCA-BQYQJAHWSA-N alpha-ionone Chemical compound CC(=O)\C=C\C1C(C)=CCCC1(C)C UZFLPKAIBPNNCA-BQYQJAHWSA-N 0.000 claims 1
- VYBREYKSZAROCT-UHFFFAOYSA-N alpha-myrcene Natural products CC(=C)CCCC(=C)C=C VYBREYKSZAROCT-UHFFFAOYSA-N 0.000 claims 1
- MVNCAPSFBDBCGF-UHFFFAOYSA-N alpha-pinene Natural products CC1=CCC23C1CC2C3(C)C MVNCAPSFBDBCGF-UHFFFAOYSA-N 0.000 claims 1
- 125000003710 aryl alkyl group Chemical group 0.000 claims 1
- 150000007860 aryl ester derivatives Chemical class 0.000 claims 1
- 229930006739 camphene Natural products 0.000 claims 1
- ZYPYEBYNXWUCEA-UHFFFAOYSA-N camphenilone Natural products C1CC2C(=O)C(C)(C)C1C2 ZYPYEBYNXWUCEA-UHFFFAOYSA-N 0.000 claims 1
- 229930006737 car-3-ene Natural products 0.000 claims 1
- 229930003633 citronellal Natural products 0.000 claims 1
- 235000000983 citronellal Nutrition 0.000 claims 1
- 229920001577 copolymer Polymers 0.000 claims 1
- 238000002425 crystallisation Methods 0.000 claims 1
- 230000008025 crystallization Effects 0.000 claims 1
- 238000000113 differential scanning calorimetry Methods 0.000 claims 1
- UAUDZVJPLUQNMU-KTKRTIGZSA-N erucamide Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCC(N)=O UAUDZVJPLUQNMU-KTKRTIGZSA-N 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 230000008018 melting Effects 0.000 claims 1
- 238000002844 melting Methods 0.000 claims 1
- 239000000178 monomer Substances 0.000 claims 1
- HKUFIYBZNQSHQS-UHFFFAOYSA-N n-octadecyloctadecan-1-amine Chemical compound CCCCCCCCCCCCCCCCCCNCCCCCCCCCCCCCCCCCC HKUFIYBZNQSHQS-UHFFFAOYSA-N 0.000 claims 1
- JFNLZVQOOSMTJK-KNVOCYPGSA-N norbornene Chemical compound C1[C@@H]2CC[C@H]1C=C2 JFNLZVQOOSMTJK-KNVOCYPGSA-N 0.000 claims 1
- RUMOYJJNUMEFDD-UHFFFAOYSA-N perillyl aldehyde Chemical compound CC(=C)C1CCC(C=O)=CC1 RUMOYJJNUMEFDD-UHFFFAOYSA-N 0.000 claims 1
- 150000004671 saturated fatty acids Chemical class 0.000 claims 1
- 239000000600 sorbitol Substances 0.000 claims 1
- 239000005720 sucrose Substances 0.000 claims 1
- 229940045798 sucrose tetrastearate triacetate Drugs 0.000 claims 1
- DCSCXTJOXBUFGB-UHFFFAOYSA-N verbenone Natural products CC1=CC(=O)C2C(C)(C)C1C2 DCSCXTJOXBUFGB-UHFFFAOYSA-N 0.000 claims 1
- 239000004034 viscosity adjusting agent Substances 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US13/303,516 US8906150B2 (en) | 2011-04-27 | 2011-11-23 | Phase change inks containing crystalline trans-cinnamic diesters and polyterpene resins |
| US13/303,516 | 2011-11-23 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2013108073A JP2013108073A (ja) | 2013-06-06 |
| JP2013108073A5 true JP2013108073A5 (enExample) | 2015-12-10 |
| JP5865233B2 JP5865233B2 (ja) | 2016-02-17 |
Family
ID=48222230
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012237493A Expired - Fee Related JP5865233B2 (ja) | 2011-11-23 | 2012-10-29 | 結晶性Ｔｒａｎｓ−桂皮酸ジエステルとポリテルペン樹脂とを含有する転相インク |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US8906150B2 (enExample) |
| JP (1) | JP5865233B2 (enExample) |
| KR (1) | KR20130057399A (enExample) |
| CN (1) | CN103131259B (enExample) |
| CA (1) | CA2795966C (enExample) |
| DE (1) | DE102012220354A1 (enExample) |
| RU (1) | RU2593865C2 (enExample) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8841055B2 (en) * | 2012-04-04 | 2014-09-23 | Xerox Corporation | Super low melt emulsion aggregation toners comprising a trans-cinnamic di-ester |
| US8778069B2 (en) * | 2012-11-19 | 2014-07-15 | Xerox Corporation | Phase change inks containing oligomeric rosin esters |
| US9074104B2 (en) * | 2013-09-04 | 2015-07-07 | Xerox Corporation | Inks comprising amorphous ureas |
| CN106922145A (zh) * | 2014-11-21 | 2017-07-04 | 阿彻丹尼尔斯米德兰德公司 | 5‑(羟甲基)‑糠醛还原产物的酸催化酰化 |
| US9910373B2 (en) | 2015-07-17 | 2018-03-06 | Xerox Corporation | Cold pressure fix toner compositions based on small molecule crystalline and amorphous organic compound mixtures |
| WO2017059165A1 (en) | 2015-10-02 | 2017-04-06 | The Chemours Company Fc, Llc | Hydrophobic compound extenders in surface effect coatings |
| JP7463518B2 (ja) * | 2019-12-20 | 2024-04-08 | 花王株式会社 | インクジェットインク |
| US20220331878A1 (en) * | 2021-04-16 | 2022-10-20 | MetalPrinting Inc. | Three-Dimensional Printing Head Device and Ink |
Family Cites Families (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB953427A (en) | 1959-10-02 | 1964-03-25 | Aspro Nicholas Ltd | New oxazoline derivatives and method for the preparation thereof |
| US3308024A (en) | 1959-10-02 | 1967-03-07 | Aspro Nicholas Ltd | Method of tranquilization |
| US4169836A (en) | 1974-03-27 | 1979-10-02 | Exxon Research & Engineering Co. | Oxazoline containing additive |
| US4153566A (en) | 1974-03-27 | 1979-05-08 | Exxon Research & Engineering Co. | Oxazoline additives useful in oleaginous compositions |
| CH648753A5 (de) * | 1981-07-22 | 1985-04-15 | Givaudan & Cie Sa | Lichtschutzmittel. |
| US5173113A (en) * | 1991-03-12 | 1992-12-22 | Topez Company | Composition for ink vehicles and protective coatings |
| CA2195004A1 (en) * | 1994-07-14 | 1996-02-01 | Luis Lima-Marques | Solid ink jet ink |
| US5698017A (en) | 1996-09-27 | 1997-12-16 | Xerox Corporation | Oxazoline hot melt ink compositions |
| US5922117A (en) * | 1997-09-23 | 1999-07-13 | Xerox Corporation | Ink compositions containing alcohols |
| US7098163B2 (en) * | 1998-08-27 | 2006-08-29 | Cabot Corporation | Method of producing membrane electrode assemblies for use in proton exchange membrane and direct methanol fuel cells |
| US6797745B1 (en) * | 1999-09-23 | 2004-09-28 | Xerox Corporation | Hot melt inks containing styrene or terpene polymers |
| US6306203B1 (en) * | 1999-09-23 | 2001-10-23 | Xerox Corporation | Phase change inks |
| JP2002317155A (ja) * | 2001-04-23 | 2002-10-31 | Nippon Kayaku Co Ltd | エネルギー線硬化型粘着剤組成物および粘着シート |
| EP1671804B1 (en) * | 2004-12-16 | 2009-02-11 | Agfa Graphics N.V. | Radiation curable ink-jet printing process using dotsize control fluid |
| AU2006227196B2 (en) * | 2005-03-18 | 2010-11-25 | Battelle Memorial Institute | Toner |
| US7677713B2 (en) * | 2007-05-30 | 2010-03-16 | Xerox Corporation | Solid ink set incorporating naturally derived materials and processes thereof |
| US8187780B2 (en) * | 2008-10-21 | 2012-05-29 | Xerox Corporation | Toner compositions and processes |
| US8968452B2 (en) * | 2011-04-27 | 2015-03-03 | Xerox Corporation | Phase change inks containing crystalline trans-cinnamic diesters and amorphous isosorbide oligomers |
-
2011
- 2011-11-23 US US13/303,516 patent/US8906150B2/en not_active Expired - Fee Related
-
2012
- 2012-10-29 JP JP2012237493A patent/JP5865233B2/ja not_active Expired - Fee Related
- 2012-11-08 DE DE102012220354A patent/DE102012220354A1/de not_active Ceased
- 2012-11-16 CA CA2795966A patent/CA2795966C/en not_active Expired - Fee Related
- 2012-11-21 KR KR1020120132538A patent/KR20130057399A/ko not_active Withdrawn
- 2012-11-22 RU RU2012149804/05A patent/RU2593865C2/ru not_active IP Right Cessation
- 2012-11-23 CN CN201210482868.0A patent/CN103131259B/zh not_active Expired - Fee Related
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