JP2013174011A5 - - Google Patents
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- Publication number
- JP2013174011A5 JP2013174011A5 JP2013016804A JP2013016804A JP2013174011A5 JP 2013174011 A5 JP2013174011 A5 JP 2013174011A5 JP 2013016804 A JP2013016804 A JP 2013016804A JP 2013016804 A JP2013016804 A JP 2013016804A JP 2013174011 A5 JP2013174011 A5 JP 2013174011A5
- Authority
- JP
- Japan
- Prior art keywords
- palladium
- reaction mixture
- reducing agent
- salt
- solvent
- 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
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims 30
- 229910052763 palladium Inorganic materials 0.000 claims 16
- 238000000034 method Methods 0.000 claims 14
- 239000011541 reaction mixture Substances 0.000 claims 11
- 239000002105 nanoparticle Substances 0.000 claims 9
- 150000002940 palladium Chemical class 0.000 claims 8
- 239000003638 chemical reducing agent Substances 0.000 claims 7
- 239000002904 solvent Substances 0.000 claims 6
- 239000003381 stabilizer Substances 0.000 claims 5
- AQBOUNVXZQRXNP-UHFFFAOYSA-L azane;dichloropalladium Chemical compound N.N.N.N.Cl[Pd]Cl AQBOUNVXZQRXNP-UHFFFAOYSA-L 0.000 claims 4
- OAKJQQAXSVQMHS-UHFFFAOYSA-N hydrazine Substances NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims 4
- 239000000203 mixture Substances 0.000 claims 4
- -1 palladium carboxylate Chemical class 0.000 claims 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims 3
- FYGHSUNMUKGBRK-UHFFFAOYSA-N 1,2,3-trimethylbenzene Chemical compound CC1=CC=CC(C)=C1C FYGHSUNMUKGBRK-UHFFFAOYSA-N 0.000 claims 2
- KVNYFPKFSJIPBJ-UHFFFAOYSA-N 1,2-diethylbenzene Chemical compound CCC1=CC=CC=C1CC KVNYFPKFSJIPBJ-UHFFFAOYSA-N 0.000 claims 2
- 239000004215 Carbon black (E152) Substances 0.000 claims 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 claims 2
- NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical compound C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 claims 2
- 229930195733 hydrocarbon Natural products 0.000 claims 2
- 150000002430 hydrocarbons Chemical class 0.000 claims 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 claims 2
- PIBWKRNGBLPSSY-UHFFFAOYSA-L palladium(II) chloride Chemical compound Cl[Pd]Cl PIBWKRNGBLPSSY-UHFFFAOYSA-L 0.000 claims 2
- RELMFMZEBKVZJC-UHFFFAOYSA-N 1,2,3-trichlorobenzene Chemical compound ClC1=CC=CC(Cl)=C1Cl RELMFMZEBKVZJC-UHFFFAOYSA-N 0.000 claims 1
- OCJBOOLMMGQPQU-UHFFFAOYSA-N 1,4-dichlorobenzene Chemical compound ClC1=CC=C(Cl)C=C1 OCJBOOLMMGQPQU-UHFFFAOYSA-N 0.000 claims 1
- HYFLWBNQFMXCPA-UHFFFAOYSA-N 1-ethyl-2-methylbenzene Chemical compound CCC1=CC=CC=C1C HYFLWBNQFMXCPA-UHFFFAOYSA-N 0.000 claims 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 claims 1
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 claims 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims 1
- 150000001335 aliphatic alkanes Chemical group 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 150000001412 amines Chemical class 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 claims 1
- 229910000085 borane Inorganic materials 0.000 claims 1
- 229940117389 dichlorobenzene Drugs 0.000 claims 1
- 238000007865 diluting Methods 0.000 claims 1
- HCFPRFJJTHMING-UHFFFAOYSA-N ethane-1,2-diamine;hydron;chloride Chemical compound [Cl-].NCC[NH3+] HCFPRFJJTHMING-UHFFFAOYSA-N 0.000 claims 1
- GVLGAFRNYJVHBC-UHFFFAOYSA-N hydrate;hydrobromide Chemical compound O.Br GVLGAFRNYJVHBC-UHFFFAOYSA-N 0.000 claims 1
- DKAGJZJALZXOOV-UHFFFAOYSA-N hydrate;hydrochloride Chemical compound O.Cl DKAGJZJALZXOOV-UHFFFAOYSA-N 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 claims 1
- 238000002955 isolation Methods 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- AUHZEENZYGFFBQ-UHFFFAOYSA-N mesitylene Substances CC1=CC(C)=CC(C)=C1 AUHZEENZYGFFBQ-UHFFFAOYSA-N 0.000 claims 1
- 125000001827 mesitylenyl group Chemical group [H]C1=C(C(*)=C(C([H])=C1C([H])([H])[H])C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- YJVFFLUZDVXJQI-UHFFFAOYSA-L palladium(ii) acetate Chemical compound [Pd+2].CC([O-])=O.CC([O-])=O YJVFFLUZDVXJQI-UHFFFAOYSA-L 0.000 claims 1
- JKDRQYIYVJVOPF-FDGPNNRMSA-L palladium(ii) acetylacetonate Chemical compound [Pd+2].C\C([O-])=C\C(C)=O.C\C([O-])=C\C(C)=O JKDRQYIYVJVOPF-FDGPNNRMSA-L 0.000 claims 1
- INIOZDBICVTGEO-UHFFFAOYSA-L palladium(ii) bromide Chemical compound Br[Pd]Br INIOZDBICVTGEO-UHFFFAOYSA-L 0.000 claims 1
- GPNDARIEYHPYAY-UHFFFAOYSA-N palladium(ii) nitrate Chemical compound [Pd+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O GPNDARIEYHPYAY-UHFFFAOYSA-N 0.000 claims 1
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 claims 1
- UORVGPXVDQYIDP-UHFFFAOYSA-N trihydridoboron Substances B UORVGPXVDQYIDP-UHFFFAOYSA-N 0.000 claims 1
- PXXNTAGJWPJAGM-UHFFFAOYSA-N vertaline Natural products C1C2C=3C=C(OC)C(OC)=CC=3OC(C=C3)=CC=C3CCC(=O)OC1CC1N2CCCC1 PXXNTAGJWPJAGM-UHFFFAOYSA-N 0.000 claims 1
- 239000008096 xylene Substances 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US13/404,128 | 2012-02-24 | ||
| US13/404,128 US8940197B2 (en) | 2012-02-24 | 2012-02-24 | Processes for producing palladium nanoparticle inks |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2013174011A JP2013174011A (ja) | 2013-09-05 |
| JP2013174011A5 true JP2013174011A5 (enExample) | 2016-03-10 |
| JP5992845B2 JP5992845B2 (ja) | 2016-09-14 |
Family
ID=48950954
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013016804A Expired - Fee Related JP5992845B2 (ja) | 2012-02-24 | 2013-01-31 | パラジウムナノ粒子インクを製造するプロセス |
Country Status (3)
| Country | Link |
|---|---|
| US (1) | US8940197B2 (enExample) |
| JP (1) | JP5992845B2 (enExample) |
| DE (1) | DE102013201920B4 (enExample) |
Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8741036B2 (en) | 2012-02-02 | 2014-06-03 | Xerox Corporation | Composition of palladium unsaturated organoamine complex and palladium nanoparticles |
| US8741037B2 (en) * | 2012-02-02 | 2014-06-03 | Xerox Corporation | Composition of palladium unsaturated carboxylate and palladium nanoparticles |
| US9217093B1 (en) | 2014-05-30 | 2015-12-22 | Xerox Corporation | Palladium ink compositions |
| US10604667B2 (en) * | 2014-06-26 | 2020-03-31 | Cryovac, Llc | Ink composition including polyurethane |
| TWI554345B (zh) * | 2014-08-06 | 2016-10-21 | 東周化學工業股份有限公司 | 噴印用貴金屬觸媒墨水之製造方法及其貴金屬觸媒墨水 |
| JP6365835B2 (ja) * | 2014-08-29 | 2018-08-01 | 国立大学法人 東京大学 | 電極形成方法 |
| JP6865681B2 (ja) * | 2014-10-07 | 2021-04-28 | ビーエーエスエフ コーポレーション | 制御されたサイズおよび形態を有するコロイド状貴金属ナノ粒子の合成 |
| GB2535214A (en) * | 2015-02-13 | 2016-08-17 | Dst Innovation Ltd | Printable conductive ink and method of forming transparent printed electrodes |
| CN104934330A (zh) * | 2015-05-08 | 2015-09-23 | 京东方科技集团股份有限公司 | 一种薄膜晶体管及其制备方法、阵列基板和显示面板 |
| US9868869B2 (en) | 2015-10-01 | 2018-01-16 | R.R. Donnelley & Sons Company | Ink composition for use on non-absorbent surfaces |
| CN108067631B (zh) * | 2016-11-11 | 2019-11-08 | 中国科学院大连化学物理研究所 | 一种在溶液中稳定的贵金属孤原子材料 |
| EP3340252A1 (en) * | 2016-12-22 | 2018-06-27 | Solvay SA | Electrode assembly |
| TWI856948B (zh) | 2017-08-03 | 2024-10-01 | 美商電子墨水股份有限公司 | 包含鈀之導電墨水組成物及用於製造其之方法 |
| US10016752B1 (en) | 2017-09-25 | 2018-07-10 | King Saud University | Method of making palladium nanoparticles |
| EP3757250A4 (en) * | 2018-02-20 | 2021-11-17 | C. Uyemura & Co., Ltd. | AUTOCATALYTIC VENEER SOLUTION WITH PALLADIUM AND PALLADIUM COATING |
| EP3593840A1 (en) * | 2018-07-12 | 2020-01-15 | Becton Dickinson France | Glass made luer tip with marking means and method for manufacturing the same |
| US10619059B1 (en) * | 2019-06-20 | 2020-04-14 | Science Applications International Corporation | Catalyst ink for three-dimensional conductive constructs |
| DE102019211100A1 (de) | 2019-07-25 | 2021-01-28 | Volkswagen Aktiengesellschaft | Verfahren, Vorrichtung und Computerprogramm zum Aufbereiten von Daten über eine Ampelanlage |
| WO2021183742A1 (en) | 2020-03-12 | 2021-09-16 | Cryovac, Llc | Systems and methods for printing a flexible web and printing compositions |
| CN113714507B (zh) * | 2021-08-02 | 2024-03-05 | 南京师范大学 | 一种氰基修饰的三维钯铜纳米珊瑚及其制备方法与应用 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6878184B1 (en) * | 2002-08-09 | 2005-04-12 | Kovio, Inc. | Nanoparticle synthesis and the formation of inks therefrom |
| US7270694B2 (en) * | 2004-10-05 | 2007-09-18 | Xerox Corporation | Stabilized silver nanoparticles and their use |
| JP2008138243A (ja) * | 2006-11-30 | 2008-06-19 | Univ Of Tsukuba | Ｆｅ／Ｐｄ複合ナノ粒子の製造方法 |
| JP5234389B2 (ja) * | 2007-08-02 | 2013-07-10 | 地方独立行政法人山口県産業技術センター | 金属ナノ粒子の製造方法 |
| JP2011505430A (ja) | 2007-10-09 | 2011-02-24 | ナノマス テクノロジーズ インコーポレイテッド | 導電性ナノ粒子インクおよびペーストならびにそれらを用いる適用方法 |
| CN101580657A (zh) * | 2008-05-13 | 2009-11-18 | 富葵精密组件(深圳)有限公司 | 油墨及利用该油墨制作导电线路的方法 |
| US20110059233A1 (en) * | 2009-09-04 | 2011-03-10 | Xerox Corporation | Method For Preparing Stabilized Metal Nanoparticles |
| US8158032B2 (en) | 2010-08-20 | 2012-04-17 | Xerox Corporation | Silver nanoparticle ink composition for highly conductive features with enhanced mechanical properties |
| JP2011177710A (ja) * | 2011-04-01 | 2011-09-15 | Takao Fukuoka | 微粒子の分散状態の制御法および分散複合体 |
| US8568824B2 (en) * | 2011-06-06 | 2013-10-29 | Xerox Corporation | Palladium precursor composition |
-
2012
- 2012-02-24 US US13/404,128 patent/US8940197B2/en active Active
-
2013
- 2013-01-31 JP JP2013016804A patent/JP5992845B2/ja not_active Expired - Fee Related
- 2013-02-06 DE DE102013201920.3A patent/DE102013201920B4/de not_active Expired - Fee Related
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