JP5523445B2 - アミンリガンドを有するパラジウム(ヒドロゲン)カーボナート錯体の製造方法 - Google Patents
アミンリガンドを有するパラジウム(ヒドロゲン)カーボナート錯体の製造方法 Download PDFInfo
- Publication number
- JP5523445B2 JP5523445B2 JP2011507833A JP2011507833A JP5523445B2 JP 5523445 B2 JP5523445 B2 JP 5523445B2 JP 2011507833 A JP2011507833 A JP 2011507833A JP 2011507833 A JP2011507833 A JP 2011507833A JP 5523445 B2 JP5523445 B2 JP 5523445B2
- Authority
- JP
- Japan
- Prior art keywords
- palladium
- carbonate
- solution
- tetraamminepalladium
- amine ligand
- 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.)
- Active
Links
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 title claims abstract description 49
- 239000003446 ligand Substances 0.000 title claims abstract description 25
- 229910052763 palladium Inorganic materials 0.000 title claims abstract description 18
- 150000001412 amines Chemical class 0.000 title claims abstract description 17
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 7
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 title claims description 13
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims abstract description 32
- 229910021529 ammonia Inorganic materials 0.000 claims abstract description 17
- -1 palladium cation Chemical class 0.000 claims abstract description 9
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims description 25
- 238000000034 method Methods 0.000 claims description 20
- 239000000243 solution Substances 0.000 claims description 16
- 238000006243 chemical reaction Methods 0.000 claims description 12
- 150000003839 salts Chemical class 0.000 claims description 8
- MUJIDPITZJWBSW-UHFFFAOYSA-N palladium(2+) Chemical compound [Pd+2] MUJIDPITZJWBSW-UHFFFAOYSA-N 0.000 claims description 6
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 4
- VHRGRCVQAFMJIZ-UHFFFAOYSA-N cadaverine Chemical compound NCCCCCN VHRGRCVQAFMJIZ-UHFFFAOYSA-N 0.000 claims description 4
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 claims description 4
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 claims description 4
- 239000000203 mixture Substances 0.000 claims description 4
- KIDHWZJUCRJVML-UHFFFAOYSA-N putrescine Chemical compound NCCCCN KIDHWZJUCRJVML-UHFFFAOYSA-N 0.000 claims description 4
- XFNJVJPLKCPIBV-UHFFFAOYSA-N trimethylenediamine Chemical compound NCCCN XFNJVJPLKCPIBV-UHFFFAOYSA-N 0.000 claims description 4
- 239000007864 aqueous solution Substances 0.000 claims description 2
- 235000010299 hexamethylene tetramine Nutrition 0.000 claims description 2
- 239000004312 hexamethylene tetramine Substances 0.000 claims description 2
- 239000011261 inert gas Substances 0.000 claims description 2
- AOHJOMMDDJHIJH-UHFFFAOYSA-N propylenediamine Chemical compound CC(N)CN AOHJOMMDDJHIJH-UHFFFAOYSA-N 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 abstract description 4
- AQBOUNVXZQRXNP-UHFFFAOYSA-L azane;dichloropalladium Chemical compound N.N.N.N.Cl[Pd]Cl AQBOUNVXZQRXNP-UHFFFAOYSA-L 0.000 abstract description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 239000003792 electrolyte Substances 0.000 description 5
- 239000002904 solvent Substances 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 239000007858 starting material Substances 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 2
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 2
- 150000001450 anions Chemical group 0.000 description 2
- WSPHQZJZSJENIO-UHFFFAOYSA-L azane;palladium(2+);sulfate Chemical compound N.N.N.N.[Pd+2].[O-]S([O-])(=O)=O WSPHQZJZSJENIO-UHFFFAOYSA-L 0.000 description 2
- 239000008139 complexing agent Substances 0.000 description 2
- 239000008367 deionised water Substances 0.000 description 2
- 229910021641 deionized water Inorganic materials 0.000 description 2
- 238000004070 electrodeposition Methods 0.000 description 2
- 229910052759 nickel Inorganic materials 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Substances [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 150000002940 palladium Chemical class 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- FFRBMBIXVSCUFS-UHFFFAOYSA-N 2,4-dinitro-1-naphthol Chemical compound C1=CC=C2C(O)=C([N+]([O-])=O)C=C([N+]([O-])=O)C2=C1 FFRBMBIXVSCUFS-UHFFFAOYSA-N 0.000 description 1
- KSSJBGNOJJETTC-UHFFFAOYSA-N COC1=C(C=CC=C1)N(C1=CC=2C3(C4=CC(=CC=C4C=2C=C1)N(C1=CC=C(C=C1)OC)C1=C(C=CC=C1)OC)C1=CC(=CC=C1C=1C=CC(=CC=13)N(C1=CC=C(C=C1)OC)C1=C(C=CC=C1)OC)N(C1=CC=C(C=C1)OC)C1=C(C=CC=C1)OC)C1=CC=C(C=C1)OC Chemical compound COC1=C(C=CC=C1)N(C1=CC=2C3(C4=CC(=CC=C4C=2C=C1)N(C1=CC=C(C=C1)OC)C1=C(C=CC=C1)OC)C1=CC(=CC=C1C=1C=CC(=CC=13)N(C1=CC=C(C=C1)OC)C1=C(C=CC=C1)OC)N(C1=CC=C(C=C1)OC)C1=C(C=CC=C1)OC)C1=CC=C(C=C1)OC KSSJBGNOJJETTC-UHFFFAOYSA-N 0.000 description 1
- 229910001252 Pd alloy Inorganic materials 0.000 description 1
- 229910045601 alloy Inorganic materials 0.000 description 1
- 239000000956 alloy Substances 0.000 description 1
- QYYPTZGPXKUKRM-UHFFFAOYSA-L azane;hydrogen carbonate;palladium(2+) Chemical compound N.N.N.N.[Pd+2].OC([O-])=O.OC([O-])=O QYYPTZGPXKUKRM-UHFFFAOYSA-L 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 150000005323 carbonate salts Chemical class 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000000151 deposition Methods 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- 125000003916 ethylene diamine group Chemical group 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 239000000383 hazardous chemical Substances 0.000 description 1
- 231100000206 health hazard Toxicity 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 150000002941 palladium compounds Chemical class 0.000 description 1
- RFLFDJSIZCCYIP-UHFFFAOYSA-L palladium(2+);sulfate Chemical compound [Pd+2].[O-]S([O-])(=O)=O RFLFDJSIZCCYIP-UHFFFAOYSA-L 0.000 description 1
- PIBWKRNGBLPSSY-UHFFFAOYSA-L palladium(II) chloride Chemical compound Cl[Pd]Cl PIBWKRNGBLPSSY-UHFFFAOYSA-L 0.000 description 1
- 229910000364 palladium(II) sulfate Inorganic materials 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000010517 secondary reaction Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- IIACRCGMVDHOTQ-UHFFFAOYSA-M sulfamate Chemical compound NS([O-])(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-M 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
- C07F15/0006—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group
- C07F15/006—Palladium compounds
- C07F15/0066—Palladium compounds without a metal-carbon linkage
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Description
[(NH3)4Pd](HCO3)2+2H2N−CH2−CH2−NH2→[(H2N−CH2−CH2−NH2)2Pd](HCO3)2+4NH3。
三口フラスコ、撹拌機、ヒーター、温度計、還流凝縮器、pH電極。
Alfa Aesarからのテトラアンミンパラジウム(II)ジヒドロゲンカーボナート(製品No.45082)、エチレンジアミン、99%、合成試薬(例えばMerck No.800947)。
1.反応容器中に脱イオン水500mlを入れる。
2.水にエチレンジアミンを添加する(pH11.5〜12)。
3.テトラアンミンパラジウム(II)ヒドロゲンカーボナートを一度に少量添加する:温度は50℃を超えて上昇する。鮮黄色(golden yellow)の溶液が形成される。全量のパラジウム塩の添加後、このpHは約10.5である。
4.80℃に加熱し、1時間反応させる。加熱すると、この溶液の色は鮮黄色から緑色を帯びた黄色に変化する。黒色粒子のためにわずかな濁りが得られる。
5.混合物を50℃に冷却させる。
6.No.6ガラスファイバーフィルターを通じて混合物を濾過する:このフィルター上に少量の黒色残留物、強力なアンモニア臭の淡黄色の溶液。
7.アンモニア濃度を減少させるためにこの溶液を通じて圧縮空気を導通させる。
8.脱イオン水でもって最終体積にする。
Claims (8)
- 二価のパラジウムカチオン、1以上のアミンリガンド及びカーボナートアニオン又は2のヒドロゲンカーボナートアニオン又はこの混合物を含むパラジウム錯体を製造する方法であって、相応するテトラアンミンパラジウム(II)ジヒドロゲンカーボナート又はテトラアンミンパラジウム(II)カーボナートを、遊離したアンモニアが除去されることができる条件下で溶液中でアミンリガンドと反応させる方法。
- アミンリガンドが、エチレンジアミン、トリメチレンジアミン、テトラメチレンジアミン、ペンタメチレンジアミン、ヘキサメチレンジアミン、1,2−プロピレンジアミン、トリメチレンテトラミン、ヘキサメチレンテトラミンからなる群から選択される請求項1記載の方法。
- テトラアンミンパラジウム(II)塩をアミンリガンドと1:1.0〜4.5のモル比で反応させる請求項1又は2記載の方法。
- 反応の間の温度を20℃〜100℃の範囲内に設定する請求項1から3までのいずれか1項記載の方法。
- 方法を真空を適用して実施する請求項1から4までのいずれか1項記載の方法。
- 溶液中に不活性ガスを導通することにより、形成されるアンモニアを溶液から更に追い出す請求項1から5までのいずれか1項記載の方法。
- 方法を水溶液中で実施する請求項1から6までのいずれか1項記載の方法。
- 最初にアミンリガンドを溶液中に装入し、引き続きテトラアンミンパラジウム(II)塩を添加する請求項1から7までのいずれか1項記載の方法。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP08008573A EP2116550B1 (de) | 2008-05-07 | 2008-05-07 | Verfahren zur Herstellung von Komplexen des Palladium(hydrogen) carbonats mit Aminliganden |
EP08008573.1 | 2008-05-07 | ||
PCT/EP2009/003251 WO2009135668A1 (en) | 2008-05-07 | 2009-05-07 | Process for preparing complexes of palladium (hydrogen)carbonate with amine ligands |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2011519885A JP2011519885A (ja) | 2011-07-14 |
JP5523445B2 true JP5523445B2 (ja) | 2014-06-18 |
Family
ID=39768491
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2011507833A Active JP5523445B2 (ja) | 2008-05-07 | 2009-05-07 | アミンリガンドを有するパラジウム(ヒドロゲン)カーボナート錯体の製造方法 |
Country Status (9)
Country | Link |
---|---|
US (1) | US8273909B2 (ja) |
EP (1) | EP2116550B1 (ja) |
JP (1) | JP5523445B2 (ja) |
KR (1) | KR101598005B1 (ja) |
CN (1) | CN102015744B (ja) |
AT (1) | ATE473991T1 (ja) |
DE (1) | DE502008000944D1 (ja) |
TW (1) | TW201008950A (ja) |
WO (1) | WO2009135668A1 (ja) |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2743273A1 (de) | 2012-12-12 | 2014-06-18 | Umicore AG & Co. KG | Verfahren zur Herstellung wasserhaltiger Zubereitungen von Komplexen der Platingruppenmetalle |
CN108706642B (zh) * | 2018-08-06 | 2019-06-25 | 金川集团股份有限公司 | 一种四氨合碳酸氢钯的制备方法 |
CN108864200B (zh) * | 2018-08-06 | 2020-12-11 | 金川集团股份有限公司 | 电镀用硫酸乙二胺钯的一步制备方法 |
CN109183093B (zh) * | 2018-09-14 | 2020-07-03 | 金川集团股份有限公司 | 一种碳酸氢四氨合钯化合物的制备方法 |
CN109897070B (zh) * | 2019-02-28 | 2021-06-18 | 徐州浩通新材料科技股份有限公司 | 一种醋酸四氨钯(ⅱ)的制备方法 |
CN112939100B (zh) * | 2021-03-15 | 2021-11-09 | 徐州浩通新材料科技股份有限公司 | 一种碳酸氢四氨钯(ⅱ)的制备方法 |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2000251676A (ja) * | 1999-02-25 | 2000-09-14 | Canon Inc | 電子放出素子製造用金属含有水溶液、該金属含有水溶液を用いた電子放出素子、電子源、画像形成装置、及びこれらの製造方法 |
FR2807450B1 (fr) | 2000-04-06 | 2002-07-05 | Engelhard Clal Sas | Bain electrolytique destine au depot electrochimique du palladium ou de ses alliages |
FR2807422B1 (fr) * | 2000-04-06 | 2002-07-05 | Engelhard Clal Sas | Sel complexe de palladium et son utilisation pour ajuster la concentration en palladium d'un bain electrolytique destine au depot de palladium ou d'un de ses alliages |
GB0517986D0 (en) * | 2005-09-05 | 2005-10-12 | Johnson Matthey Plc | Preparation of metal chelate |
GB0607494D0 (en) * | 2006-04-13 | 2006-05-24 | Lucite Int Uk Ltd | Metal complexes |
-
2008
- 2008-05-07 DE DE502008000944T patent/DE502008000944D1/de active Active
- 2008-05-07 AT AT08008573T patent/ATE473991T1/de active
- 2008-05-07 EP EP08008573A patent/EP2116550B1/de active Active
-
2009
- 2009-04-29 TW TW098114191A patent/TW201008950A/zh unknown
- 2009-05-07 JP JP2011507833A patent/JP5523445B2/ja active Active
- 2009-05-07 KR KR1020107024857A patent/KR101598005B1/ko active IP Right Grant
- 2009-05-07 WO PCT/EP2009/003251 patent/WO2009135668A1/en active Application Filing
- 2009-05-07 CN CN200980116196.8A patent/CN102015744B/zh active Active
- 2009-05-07 US US12/991,214 patent/US8273909B2/en active Active
Also Published As
Publication number | Publication date |
---|---|
ATE473991T1 (de) | 2010-07-15 |
JP2011519885A (ja) | 2011-07-14 |
WO2009135668A1 (en) | 2009-11-12 |
US20110060154A1 (en) | 2011-03-10 |
US8273909B2 (en) | 2012-09-25 |
TW201008950A (en) | 2010-03-01 |
EP2116550A1 (de) | 2009-11-11 |
KR101598005B1 (ko) | 2016-02-26 |
DE502008000944D1 (de) | 2010-08-26 |
CN102015744B (zh) | 2014-10-29 |
EP2116550B1 (de) | 2010-07-14 |
KR20110003520A (ko) | 2011-01-12 |
CN102015744A (zh) | 2011-04-13 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP5523445B2 (ja) | アミンリガンドを有するパラジウム(ヒドロゲン)カーボナート錯体の製造方法 | |
JP5586587B2 (ja) | Pd電解質浴およびPd−Ni電解質浴 | |
JP2011520036A5 (ja) | ||
JP5331305B2 (ja) | 水素化促進剤、水素化触媒及びアルケン化合物の製法 | |
CN110029374A (zh) | 一种无氰碱性镀铜电镀液及电镀工艺 | |
TWI259175B (en) | Process for the preparation of amino carboxylic acid salts | |
CN101362781B (zh) | 草酸四氨合钯(ⅱ)的合成方法 | |
JP2001026427A (ja) | 硫酸テトラアミンパラジウムの製造方法 | |
JP5623668B1 (ja) | 金めっき用ノンシアン金塩 | |
CN102250029B (zh) | 一种三嗪羟乙基乙二胺基多元羧酸的制备方法 | |
CN102718786A (zh) | 二甲胺硼烷的制备方法 | |
JP5550086B1 (ja) | 金めっき用ノンシアン金塩の製造方法 | |
JP5610500B1 (ja) | 有機金錯体 | |
JP5859628B1 (ja) | 金化合物の新規製造法 | |
JP5807988B1 (ja) | 金めっき用ノンシアン金塩の新規製造法 | |
JP5545688B1 (ja) | 金めっき用ノンシアン金塩の製造方法 | |
JP2016094380A (ja) | 金めっき用ノンシアン金塩の新規製造方法 | |
JP5843333B1 (ja) | 金化合物の新規製造方法 | |
JP6037517B2 (ja) | ノンシアン金化合物の新規製造法 | |
JP2013189715A (ja) | Pd電解質浴およびPd−Ni電解質浴 | |
CN104926843A (zh) | 氮杂环卡宾三核金属银配合物及其制备方法与应用 | |
JP2016056124A (ja) | ノンシアン金化合物 | |
JPS5973547A (ja) | ヨウ素化芳香族アミノ化合物の製法 | |
US2268123A (en) | Process of manufacturing copper acetoarsenite | |
JP2016098195A (ja) | ノンシアン金化合物の新規製造方法 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20120127 |
|
A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20130822 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20130902 |
|
TRDD | Decision of grant or rejection written | ||
A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20140310 |
|
A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20140408 |
|
R150 | Certificate of patent or registration of utility model |
Ref document number: 5523445 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |