JP2012515709A - 鉛フリー起爆薬の調合 - Google Patents
鉛フリー起爆薬の調合 Download PDFInfo
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- JP2012515709A JP2012515709A JP2011548109A JP2011548109A JP2012515709A JP 2012515709 A JP2012515709 A JP 2012515709A JP 2011548109 A JP2011548109 A JP 2011548109A JP 2011548109 A JP2011548109 A JP 2011548109A JP 2012515709 A JP2012515709 A JP 2012515709A
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- nitrotetrazolate
- salt
- cupric
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- sodium
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- 239000002360 explosive Substances 0.000 title description 16
- 238000002360 preparation method Methods 0.000 title description 4
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 claims abstract description 41
- 238000000034 method Methods 0.000 claims abstract description 34
- 239000000203 mixture Substances 0.000 claims abstract description 30
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 23
- NKGQFSOOECRNTM-UHFFFAOYSA-N 5-nitrotetrazole-5-carboxylic acid Chemical class OC(=O)C1([N+]([O-])=O)N=NN=N1 NKGQFSOOECRNTM-UHFFFAOYSA-N 0.000 claims abstract description 20
- 229960003280 cupric chloride Drugs 0.000 claims abstract description 18
- 239000003638 chemical reducing agent Substances 0.000 claims abstract description 17
- MGOIBVWXFUWGSW-UHFFFAOYSA-M sodium;5-nitrotetrazole-5-carboxylate Chemical compound [Na+].[O-]C(=O)C1([N+]([O-])=O)N=NN=N1 MGOIBVWXFUWGSW-UHFFFAOYSA-M 0.000 claims abstract description 16
- 238000010438 heat treatment Methods 0.000 claims abstract description 14
- 150000003839 salts Chemical class 0.000 claims abstract description 14
- 235000010378 sodium ascorbate Nutrition 0.000 claims abstract description 13
- 229960005055 sodium ascorbate Drugs 0.000 claims abstract description 13
- PPASLZSBLFJQEF-RKJRWTFHSA-M sodium ascorbate Substances [Na+].OC[C@@H](O)[C@H]1OC(=O)C(O)=C1[O-] PPASLZSBLFJQEF-RKJRWTFHSA-M 0.000 claims abstract description 13
- PPASLZSBLFJQEF-RXSVEWSESA-M sodium-L-ascorbate Chemical compound [Na+].OC[C@H](O)[C@H]1OC(=O)C(O)=C1[O-] PPASLZSBLFJQEF-RXSVEWSESA-M 0.000 claims abstract description 13
- 150000001875 compounds Chemical class 0.000 claims abstract description 12
- 239000000047 product Substances 0.000 claims description 18
- 239000002904 solvent Substances 0.000 claims description 13
- 239000002244 precipitate Substances 0.000 claims description 11
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims description 8
- 238000009472 formulation Methods 0.000 claims description 7
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 6
- 238000005033 Fourier transform infrared spectroscopy Methods 0.000 claims description 6
- 235000010323 ascorbic acid Nutrition 0.000 claims description 4
- 239000011668 ascorbic acid Substances 0.000 claims description 4
- 229960005070 ascorbic acid Drugs 0.000 claims description 4
- QTMDXZNDVAMKGV-UHFFFAOYSA-L copper(ii) bromide Chemical compound [Cu+2].[Br-].[Br-] QTMDXZNDVAMKGV-UHFFFAOYSA-L 0.000 claims description 4
- 230000008569 process Effects 0.000 claims description 3
- 229910021590 Copper(II) bromide Inorganic materials 0.000 claims description 2
- 239000003495 polar organic solvent Substances 0.000 claims description 2
- LYNBZXLGELGYOY-UHFFFAOYSA-M potassium;5-nitrotetrazole-5-carboxylate Chemical compound [K+].[O-]C(=O)C1([N+]([O-])=O)N=NN=N1 LYNBZXLGELGYOY-UHFFFAOYSA-M 0.000 claims description 2
- 239000007795 chemical reaction product Substances 0.000 claims 2
- 238000001938 differential scanning calorimetry curve Methods 0.000 claims 2
- 239000003999 initiator Substances 0.000 claims 2
- 238000001228 spectrum Methods 0.000 claims 2
- 239000011874 heated mixture Substances 0.000 claims 1
- 239000000463 material Substances 0.000 abstract description 10
- DMVZECXORHZBJT-UHFFFAOYSA-M copper(1+);1-nitrotetrazole-5-carboxylate Chemical class [Cu+].[O-]C(=O)C1=NN=NN1[N+]([O-])=O DMVZECXORHZBJT-UHFFFAOYSA-M 0.000 abstract description 8
- DHMKDGBSAQNNQB-UHFFFAOYSA-L [Cu+2].[N+](=O)([O-])N1N=NN=C1C(=O)[O-].[N+](=O)([O-])N1N=NN=C1C(=O)[O-] Chemical compound [Cu+2].[N+](=O)([O-])N1N=NN=C1C(=O)[O-].[N+](=O)([O-])N1N=NN=C1C(=O)[O-] DHMKDGBSAQNNQB-UHFFFAOYSA-L 0.000 abstract description 6
- 239000003828 free initiator Substances 0.000 abstract description 3
- 238000003756 stirring Methods 0.000 abstract 2
- JPVYNHNXODAKFH-UHFFFAOYSA-N Cu2+ Chemical compound [Cu+2] JPVYNHNXODAKFH-UHFFFAOYSA-N 0.000 description 12
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 8
- IWMOUXZYHULGCL-UHFFFAOYSA-N nitro 2H-tetrazole-5-carboxylate Chemical compound [O-][N+](=O)OC(=O)C1=NN=NN1 IWMOUXZYHULGCL-UHFFFAOYSA-N 0.000 description 8
- VMQMZMRVKUZKQL-UHFFFAOYSA-N Cu+ Chemical compound [Cu+] VMQMZMRVKUZKQL-UHFFFAOYSA-N 0.000 description 4
- 238000004458 analytical method Methods 0.000 description 4
- 230000000977 initiatory effect Effects 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 230000001419 dependent effect Effects 0.000 description 3
- 238000011068 loading method Methods 0.000 description 3
- -1 nitrotetrazolate copper (I) compound Chemical class 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- ZGZLYKUHYXFIIO-UHFFFAOYSA-N 5-nitro-2h-tetrazole Chemical compound [O-][N+](=O)C=1N=NNN=1 ZGZLYKUHYXFIIO-UHFFFAOYSA-N 0.000 description 2
- 229910021592 Copper(II) chloride Inorganic materials 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 238000000113 differential scanning calorimetry Methods 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 238000005188 flotation Methods 0.000 description 2
- 230000037452 priming Effects 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- SFLZICZHQSFYOR-UHFFFAOYSA-N 1-nitrotetrazole-5-carboxylic acid Chemical class OC(=O)C1=NN=NN1[N+]([O-])=O SFLZICZHQSFYOR-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 229910021591 Copper(I) chloride Inorganic materials 0.000 description 1
- 230000006978 adaptation Effects 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 150000001540 azides Chemical class 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 150000001879 copper Chemical class 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- OXBLHERUFWYNTN-UHFFFAOYSA-M copper(I) chloride Chemical compound [Cu]Cl OXBLHERUFWYNTN-UHFFFAOYSA-M 0.000 description 1
- 229940045803 cuprous chloride Drugs 0.000 description 1
- 238000010908 decantation Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000004880 explosion Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 230000007407 health benefit Effects 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- QAUWSKAWRCSFKX-UHFFFAOYSA-M sodium 5-nitrotetrazole-5-carboxylate dihydrate Chemical compound O.O.[Na+].[O-]C(=O)C1([N+]([O-])=O)N=NN=N1 QAUWSKAWRCSFKX-UHFFFAOYSA-M 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D257/00—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms
- C07D257/02—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D257/04—Five-membered rings
- C07D257/06—Five-membered rings with nitrogen atoms directly attached to the ring carbon atom
-
- C—CHEMISTRY; METALLURGY
- C06—EXPLOSIVES; MATCHES
- C06B—EXPLOSIVES OR THERMIC COMPOSITIONS; MANUFACTURE THEREOF; USE OF SINGLE SUBSTANCES AS EXPLOSIVES
- C06B41/00—Compositions containing a nitrated metallo-organic compound
-
- C—CHEMISTRY; METALLURGY
- C06—EXPLOSIVES; MATCHES
- C06C—DETONATING OR PRIMING DEVICES; FUSES; CHEMICAL LIGHTERS; PYROPHORIC COMPOSITIONS
- C06C7/00—Non-electric detonators; Blasting caps; Primers
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
Abstract
Description
本願は、「鉛フリーの起爆薬組成物及び調合方法」と題する2006年5月16日に出願された米国仮特許出願第60/800,816の利益を主張する、「鉛フリーの起爆薬組成物及び調合方法」と題する2007年2月20日に出願された米国一部継続特許出願第11/676,846号であって、「鉛フリーの起爆薬の調合」と題する2009年1月23日付で出願された米国仮特許出願61/146,700の利益を主張し、且つ、これらの出願の各々の全体の内容を援用して本文の一部とする。
ニトロテトラゾレート銅(I)は、次の通りに調合された。250mlのビーカーにおいて、塩化銅(II)(0.79g、0.008mol)と、5−ニトロテトラゾレートナトリウム二水和物(1.70g、0.0096mol)との撹拌された高温(95〜100℃)の100mLの水溶液へ、シリンジポンプを用いて、1mL/分の速度で、0.5モルのアスコルビン酸ナトリウム水溶液8mLが加えられた。8分間の添加後に、反応混合物を更に2分間沸騰させた。形成された沈殿物を、ワットマンNo.1のフィルタ紙上に集めて、3回水で洗浄し、2回イソプロパノールで洗浄し、次いで、対流式のオープンで、70℃で乾燥した。小さな赤錆の結晶の収量は、1.218g(85.7%)であった。
ニトロテトラゾレート銅(I)は次のように調合された。250mlのビーカーに、塩化銅(II)(0.79g)と、無水5−ニトロテトラゾレートナトリウム(1.70g)との撹拌された高温(95〜100℃)の100mLの水溶液へ、シリンジポンプを用いて、1mL/分の速度で、0.5モルのアスコルビン酸水溶液を8mLが加えられた。8分間の添加後に、反応混合物を更に2分間沸騰させた。形成された沈殿物を、ワットマンNo.1のフィルタ紙上に集めて、3回水で洗浄し、2回イソプロパノールで洗浄し、次いで、対流式のオープンで、70℃で乾燥した。
Claims (18)
- 起爆薬としての使用に適する化合物を調合する方法であって、
(a)第2銅塩を用意する工程と、
(b)溶媒を用意する工程と、
(c)5−ニトロテトラゾレート塩を用意する工程と、
(d)前記第2銅塩と前記溶媒と前記5−ニトロテトラゾレート塩とを合せて、混合物を生成する工程と、
(e)前記混合物を加熱する工程と、
(f)還元剤を用意する工程と、
(g)前記配合物を加熱する工程と、を含む、起爆薬としての使用に適する化合物を調合する方法。 - 前記第2銅塩が、塩化第2銅と臭化第2銅とからなるグループから選択される請求項1に記載の方法。
- 前記溶媒が、極性有機溶媒である請求項1に記載の方法。
- 前記溶媒が、水とジメチルスルホキシドとからなる群から選択される請求項1に記載の方法。
- 前記5−ニトロテトラゾレート塩が、5−ニトロテトラゾレートナトリウムと5−ニトロテトラゾレートカリウムとからなる群から選択される請求項1に記載の方法。
- 前記還元剤が、アスコルビン酸ナトリウムとアスコルビン酸とからなる群から選択される請求項1に記載の方法。
- 前記5−ニトロテトラゾレート塩が、第2銅塩1モルにつき、約0.5〜約4モルの範囲の量で用意される請求項1に記載の方法。
- 前記還元剤が、前記第2銅塩の1モルにつき、約0.5〜約4モルの範囲の量で用意される請求項1に記載の方法。
- 前記5−ニトロテトラゾレート塩が、前記第2銅塩1モルにつき約1モルのモル比で用意される請求項1に記載の方法。
- 前記混合物が、少なくとも100℃まで加熱される請求項1に記載の方法。
- 前記加熱された混合物が前記溶液中で沈殿物を生成する請求項1に記載の方法。
- 前記溶液から前記沈殿物を分離する工程を更に含む請求項1に記載の方法。
- プロセスによって調合される生成物であって、
(a)塩化第2銅を用意する工程と、
(b)水を用意する工程と、
(c)5−ニトロテトラゾレートナトリウムを用意する工程と、
(d)前記塩化第2銅と前記水と前記5−ニトロテトラゾレートナトリウムとを合せて、混合物を生成する工程と、
(e)前記混合物を加熱する工程と、
(f)アスコルビン酸ナトリウムの溶液を加える工程と、
(g)前記配合物を加熱する工程と、を含むプロセスによって調合される生成物。 - 約335℃で識別ピークを有する示差走査熱量測定曲線により特徴付けられる請求項13に記載の生成物。
- 実質的に図1に示される示差走査熱量測定曲線により特徴付けられる請求項13に記載の生成物。
- 約1560,1487,1456,1423,1327に識別ピークを有するフーリエ変換赤外分光スペクトル法のスペクトルにより特徴付けられる請求項13に記載の生成物。
- 図2に示される、フーリエ変換赤外分光スペクトル法のスペクトルを特徴とする請求項13に記載の生成物。
- 反応生成物であって、
(a)塩化第2銅と、
(b)5−ニトロテトラゾレートナトリウムと、
(c)アスコルビン酸ナトリウムと、
(d)水と、の反応生成物。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US14670009P | 2009-01-23 | 2009-01-23 | |
US61/146,700 | 2009-01-23 | ||
PCT/US2010/021695 WO2010085583A1 (en) | 2009-01-23 | 2010-01-22 | Preparation of a lead-free primary explosive |
Publications (3)
Publication Number | Publication Date |
---|---|
JP2012515709A true JP2012515709A (ja) | 2012-07-12 |
JP2012515709A5 JP2012515709A5 (ja) | 2013-12-19 |
JP5677980B2 JP5677980B2 (ja) | 2015-02-25 |
Family
ID=42040280
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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JP2011548109A Active JP5677980B2 (ja) | 2009-01-23 | 2010-01-22 | 鉛フリー起爆薬の調合 |
Country Status (5)
Country | Link |
---|---|
EP (1) | EP2389367B1 (ja) |
JP (1) | JP5677980B2 (ja) |
BR (1) | BRPI1007320B1 (ja) |
ES (1) | ES2684169T3 (ja) |
WO (1) | WO2010085583A1 (ja) |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AU2007313468B2 (en) | 2006-05-16 | 2011-07-07 | Pacific Scientific Energetic Materials Company | Lead-free primary explosive composition and method of preparation |
US8163786B2 (en) | 2006-05-16 | 2012-04-24 | Pacific Scientific Energetic Materials Company | Preparation of a lead-free primary explosive |
US8062443B2 (en) | 2008-03-10 | 2011-11-22 | Pacific Scientific Energetic Materials Company | Lead-free primers |
GB2491225B (en) * | 2010-03-16 | 2013-05-01 | Qinetiq Ltd | MEMS detonator |
US9278984B2 (en) | 2012-08-08 | 2016-03-08 | Pacific Scientific Energetic Materials Company | Method for preparation of a lead-free primary explosive |
CZ307254B6 (cs) | 2012-11-14 | 2018-05-02 | Austin Detonator, S.R.O. | Iniciační látka zejména pro průmyslové rozbušky s dobou zpoždění výbuchu do 9000 ms od iniciace, způsoby její výroby, a průmyslová elektrická rozbuška a průmyslová neelektrická rozbuška |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2066954A (en) * | 1931-07-10 | 1937-01-05 | Herz Edmund Von | C-nitrotetrazole compounds |
US4093623A (en) * | 1977-05-05 | 1978-06-06 | The United States Of America As Represented By The Secretary Of The Navy | Method of preparing the acid copper salt of 5-nitrotetrazole |
JPH06316544A (ja) * | 1992-11-05 | 1994-11-15 | Octel Chem Ltd | 置換アリル化合物の製造方法 |
JPH08504758A (ja) * | 1991-04-19 | 1996-05-21 | ザ・ダウ・ケミカル・カンパニー | 1,3−ブタジエンから4−ビニルシクロヘキセンへの環化二量体化方法 |
WO2008048351A2 (en) * | 2006-05-16 | 2008-04-24 | Pacific Scientific Energetic Materials Company | Lead-free primary explosive composition and method of preparation |
WO2008104000A2 (en) * | 2007-02-23 | 2008-08-28 | Aileron Therapeutics, Inc. | Triazole macrocycle systems |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1519796A (en) | 1975-11-11 | 1978-08-02 | Secr Defence | Production of 5-nitotetrazole salts |
US7498446B2 (en) | 2004-02-13 | 2009-03-03 | Los Alamos National Security, Llc | Primary explosives |
-
2010
- 2010-01-22 BR BRPI1007320A patent/BRPI1007320B1/pt active IP Right Grant
- 2010-01-22 JP JP2011548109A patent/JP5677980B2/ja active Active
- 2010-01-22 WO PCT/US2010/021695 patent/WO2010085583A1/en active Application Filing
- 2010-01-22 ES ES10701427.6T patent/ES2684169T3/es active Active
- 2010-01-22 EP EP10701427.6A patent/EP2389367B1/en active Active
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2066954A (en) * | 1931-07-10 | 1937-01-05 | Herz Edmund Von | C-nitrotetrazole compounds |
US4093623A (en) * | 1977-05-05 | 1978-06-06 | The United States Of America As Represented By The Secretary Of The Navy | Method of preparing the acid copper salt of 5-nitrotetrazole |
JPH08504758A (ja) * | 1991-04-19 | 1996-05-21 | ザ・ダウ・ケミカル・カンパニー | 1,3−ブタジエンから4−ビニルシクロヘキセンへの環化二量体化方法 |
JPH06316544A (ja) * | 1992-11-05 | 1994-11-15 | Octel Chem Ltd | 置換アリル化合物の製造方法 |
WO2008048351A2 (en) * | 2006-05-16 | 2008-04-24 | Pacific Scientific Energetic Materials Company | Lead-free primary explosive composition and method of preparation |
WO2008104000A2 (en) * | 2007-02-23 | 2008-08-28 | Aileron Therapeutics, Inc. | Triazole macrocycle systems |
Also Published As
Publication number | Publication date |
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BRPI1007320B1 (pt) | 2020-01-21 |
EP2389367A1 (en) | 2011-11-30 |
WO2010085583A1 (en) | 2010-07-29 |
EP2389367B1 (en) | 2018-07-18 |
ES2684169T3 (es) | 2018-10-01 |
BRPI1007320A2 (pt) | 2015-08-25 |
JP5677980B2 (ja) | 2015-02-25 |
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