JP2017533347A5 - - Google Patents
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- JP2017533347A5 JP2017533347A5 JP2017517242A JP2017517242A JP2017533347A5 JP 2017533347 A5 JP2017533347 A5 JP 2017533347A5 JP 2017517242 A JP2017517242 A JP 2017517242A JP 2017517242 A JP2017517242 A JP 2017517242A JP 2017533347 A5 JP2017533347 A5 JP 2017533347A5
- Authority
- JP
- Japan
- Prior art keywords
- azobis
- substrate
- derivative
- propionamide
- methyl
- 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
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- 238000000034 method Methods 0.000 claims 17
- 239000000758 substrate Substances 0.000 claims 14
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 claims 9
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 claims 4
- -1 2,2'-azobis (isobutyl) Amidine Chemical class 0.000 claims 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 4
- 150000002430 hydrocarbons Chemical group 0.000 claims 3
- 239000003999 initiator Substances 0.000 claims 3
- 239000000178 monomer Substances 0.000 claims 3
- 239000002243 precursor Substances 0.000 claims 3
- 229920006395 saturated elastomer Polymers 0.000 claims 3
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical class NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims 2
- 108700042778 Antimicrobial Peptides Proteins 0.000 claims 2
- 102000044503 Antimicrobial Peptides Human genes 0.000 claims 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 2
- 239000004205 dimethyl polysiloxane Substances 0.000 claims 2
- 230000005284 excitation Effects 0.000 claims 2
- FFUAGWLWBBFQJT-UHFFFAOYSA-N hexamethyldisilazane Chemical compound C[Si](C)(C)N[Si](C)(C)C FFUAGWLWBBFQJT-UHFFFAOYSA-N 0.000 claims 2
- WVFLGSMUPMVNTQ-UHFFFAOYSA-N n-(2-hydroxyethyl)-2-[[1-(2-hydroxyethylamino)-2-methyl-1-oxopropan-2-yl]diazenyl]-2-methylpropanamide Chemical compound OCCNC(=O)C(C)(C)N=NC(C)(C)C(=O)NCCO WVFLGSMUPMVNTQ-UHFFFAOYSA-N 0.000 claims 2
- BUGISVZCMXHOHO-UHFFFAOYSA-N n-[1,3-dihydroxy-2-(hydroxymethyl)propan-2-yl]-2-[[1-[[1,3-dihydroxy-2-(hydroxymethyl)propan-2-yl]amino]-2-methyl-1-oxopropan-2-yl]diazenyl]-2-methylpropanamide Chemical compound OCC(CO)(CO)NC(=O)C(C)(C)N=NC(C)(C)C(=O)NC(CO)(CO)CO BUGISVZCMXHOHO-UHFFFAOYSA-N 0.000 claims 2
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 claims 2
- 239000003505 polymerization initiator Substances 0.000 claims 2
- 239000003910 polypeptide antibiotic agent Substances 0.000 claims 2
- 150000003254 radicals Chemical group 0.000 claims 2
- 239000000126 substance Substances 0.000 claims 2
- LKDNVLBKUWPLMD-UHFFFAOYSA-N 1,3,5,7,9,11,13,15-octaoxa-2,4,6,8,10,12,14,16-octasilacyclohexadecane Chemical group O1[SiH2]O[SiH2]O[SiH2]O[SiH2]O[SiH2]O[SiH2]O[SiH2]O[SiH2]1 LKDNVLBKUWPLMD-UHFFFAOYSA-N 0.000 claims 1
- PUNGSQUVTIDKNU-UHFFFAOYSA-N 2,4,6,8,10-pentamethyl-1,3,5,7,9,2$l^{3},4$l^{3},6$l^{3},8$l^{3},10$l^{3}-pentaoxapentasilecane Chemical compound C[Si]1O[Si](C)O[Si](C)O[Si](C)O[Si](C)O1 PUNGSQUVTIDKNU-UHFFFAOYSA-N 0.000 claims 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims 1
- OFGGQKXKKPUVOV-UHFFFAOYSA-N 2-[(1-imino-2-methyl-1-pyrrolidin-1-ylbutan-2-yl)diazenyl]-2-methyl-1-pyrrolidin-1-ylbutan-1-imine;dihydrochloride Chemical compound Cl.Cl.C1CCCN1C(=N)C(C)(CC)N=NC(C)(CC)C(=N)N1CCCC1 OFGGQKXKKPUVOV-UHFFFAOYSA-N 0.000 claims 1
- FLKBKUFGKQPPRY-UHFFFAOYSA-N 2-[2-[2-[2-[1-(2-hydroxyethyl)-4,5-dihydroimidazol-2-yl]propan-2-yldiazenyl]propan-2-yl]-4,5-dihydroimidazol-1-yl]ethanol;dihydrochloride Chemical compound Cl.Cl.N=1CCN(CCO)C=1C(C)(C)N=NC(C)(C)C1=NCCN1CCO FLKBKUFGKQPPRY-UHFFFAOYSA-N 0.000 claims 1
- PDYXVZHOLWKKTM-UHFFFAOYSA-N 2-methylpropanamide;dihydrate Chemical compound O.O.CC(C)C(N)=O PDYXVZHOLWKKTM-UHFFFAOYSA-N 0.000 claims 1
- BVYRHLPUAHNHKR-UHFFFAOYSA-N 3-[[1-amino-2-[[1-amino-1-(2-carboxyethylimino)-2-methylpropan-2-yl]diazenyl]-2-methylpropylidene]amino]propanoic acid;hydrate Chemical compound O.OC(=O)CCNC(=N)C(C)(C)N=NC(C)(C)C(=N)NCCC(O)=O BVYRHLPUAHNHKR-UHFFFAOYSA-N 0.000 claims 1
- VFXXTYGQYWRHJP-UHFFFAOYSA-N 4,4'-azobis(4-cyanopentanoic acid) Chemical group OC(=O)CCC(C)(C#N)N=NC(C)(CCC(O)=O)C#N VFXXTYGQYWRHJP-UHFFFAOYSA-N 0.000 claims 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims 1
- XMSXQFUHVRWGNA-UHFFFAOYSA-N Decamethylcyclopentasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 XMSXQFUHVRWGNA-UHFFFAOYSA-N 0.000 claims 1
- IUMSDRXLFWAGNT-UHFFFAOYSA-N Dodecamethylcyclohexasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 IUMSDRXLFWAGNT-UHFFFAOYSA-N 0.000 claims 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims 1
- 239000005977 Ethylene Substances 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 229920000877 Melamine resin Polymers 0.000 claims 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims 1
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 claims 1
- 102000016943 Muramidase Human genes 0.000 claims 1
- 108010014251 Muramidase Proteins 0.000 claims 1
- 108010062010 N-Acetylmuramoyl-L-alanine Amidase Proteins 0.000 claims 1
- 108010053775 Nisin Proteins 0.000 claims 1
- NVNLLIYOARQCIX-MSHCCFNRSA-N Nisin Chemical compound N1C(=O)[C@@H](CC(C)C)NC(=O)C(=C)NC(=O)[C@@H]([C@H](C)CC)NC(=O)[C@@H](NC(=O)C(=C/C)/NC(=O)[C@H](N)[C@H](C)CC)CSC[C@@H]1C(=O)N[C@@H]1C(=O)N2CCC[C@@H]2C(=O)NCC(=O)N[C@@H](C(=O)N[C@H](CCCCN)C(=O)N[C@@H]2C(NCC(=O)N[C@H](C)C(=O)N[C@H](CC(C)C)C(=O)N[C@H](CCSC)C(=O)NCC(=O)N[C@H](CS[C@@H]2C)C(=O)N[C@H](CC(N)=O)C(=O)N[C@H](CCSC)C(=O)N[C@H](CCCCN)C(=O)N[C@@H]2C(N[C@H](C)C(=O)N[C@@H]3C(=O)N[C@@H](C(N[C@H](CC=4NC=NC=4)C(=O)N[C@H](CS[C@@H]3C)C(=O)N[C@H](CO)C(=O)N[C@H]([C@H](C)CC)C(=O)N[C@H](CC=3NC=NC=3)C(=O)N[C@H](C(C)C)C(=O)NC(=C)C(=O)N[C@H](CCCCN)C(O)=O)=O)CS[C@@H]2C)=O)=O)CS[C@@H]1C NVNLLIYOARQCIX-MSHCCFNRSA-N 0.000 claims 1
- 239000002202 Polyethylene glycol Substances 0.000 claims 1
- SZKKRCSOSQAJDE-UHFFFAOYSA-N Schradan Chemical group CN(C)P(=O)(N(C)C)OP(=O)(N(C)C)N(C)C SZKKRCSOSQAJDE-UHFFFAOYSA-N 0.000 claims 1
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 claims 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims 1
- LXEKPEMOWBOYRF-UHFFFAOYSA-N [2-[(1-azaniumyl-1-imino-2-methylpropan-2-yl)diazenyl]-2-methylpropanimidoyl]azanium;dichloride Chemical compound Cl.Cl.NC(=N)C(C)(C)N=NC(C)(C)C(N)=N LXEKPEMOWBOYRF-UHFFFAOYSA-N 0.000 claims 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M acrylate group Chemical class C(C=C)(=O)[O-] NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims 1
- 229910052782 aluminium Inorganic materials 0.000 claims 1
- LBSPZZSGTIBOFG-UHFFFAOYSA-N bis[2-(4,5-dihydro-1h-imidazol-2-yl)propan-2-yl]diazene;dihydrochloride Chemical compound Cl.Cl.N=1CCNC=1C(C)(C)N=NC(C)(C)C1=NCCN1 LBSPZZSGTIBOFG-UHFFFAOYSA-N 0.000 claims 1
- 239000007853 buffer solution Substances 0.000 claims 1
- 238000004140 cleaning Methods 0.000 claims 1
- 239000011248 coating agent Substances 0.000 claims 1
- 238000000576 coating method Methods 0.000 claims 1
- 235000014113 dietary fatty acids Nutrition 0.000 claims 1
- 238000007598 dipping method Methods 0.000 claims 1
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical group CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 claims 1
- 239000000194 fatty acid Substances 0.000 claims 1
- 229930195729 fatty acid Natural products 0.000 claims 1
- 150000004665 fatty acids Chemical class 0.000 claims 1
- 125000003827 glycol group Chemical group 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- UQEAIHBTYFGYIE-UHFFFAOYSA-N hexamethyldisiloxane Chemical compound C[Si](C)(C)O[Si](C)(C)C UQEAIHBTYFGYIE-UHFFFAOYSA-N 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 230000003100 immobilizing effect Effects 0.000 claims 1
- 125000005647 linker group Chemical group 0.000 claims 1
- 235000010335 lysozyme Nutrition 0.000 claims 1
- 239000004325 lysozyme Substances 0.000 claims 1
- 229960000274 lysozyme Drugs 0.000 claims 1
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 claims 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 claims 1
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 claims 1
- PEWUQNFJCHVSRK-UHFFFAOYSA-N n-[3-hydroxy-2-(hydroxymethyl)propyl]-2-[[1-[[3-hydroxy-2-(hydroxymethyl)propyl]amino]-2-methyl-1-oxopropan-2-yl]diazenyl]-2-methylpropanamide Chemical compound OCC(CO)CNC(=O)C(C)(C)N=NC(C)(C)C(=O)NCC(CO)CO PEWUQNFJCHVSRK-UHFFFAOYSA-N 0.000 claims 1
- 235000010298 natamycin Nutrition 0.000 claims 1
- 239000004311 natamycin Substances 0.000 claims 1
- NCXMLFZGDNKEPB-FFPOYIOWSA-N natamycin Chemical group O[C@H]1[C@@H](N)[C@H](O)[C@@H](C)O[C@H]1O[C@H]1/C=C/C=C/C=C/C=C/C[C@@H](C)OC(=O)/C=C/[C@H]2O[C@@H]2C[C@H](O)C[C@](O)(C[C@H](O)[C@H]2C(O)=O)O[C@H]2C1 NCXMLFZGDNKEPB-FFPOYIOWSA-N 0.000 claims 1
- 229960003255 natamycin Drugs 0.000 claims 1
- 235000010297 nisin Nutrition 0.000 claims 1
- 239000004309 nisin Substances 0.000 claims 1
- HMMGMWAXVFQUOA-UHFFFAOYSA-N octamethylcyclotetrasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 HMMGMWAXVFQUOA-UHFFFAOYSA-N 0.000 claims 1
- 229920001223 polyethylene glycol Polymers 0.000 claims 1
- 108090000765 processed proteins & peptides Proteins 0.000 claims 1
- 229910001220 stainless steel Inorganic materials 0.000 claims 1
- 239000010935 stainless steel Substances 0.000 claims 1
- 125000003011 styrenyl group Chemical class [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- 239000001648 tannin Substances 0.000 claims 1
- 235000018553 tannin Nutrition 0.000 claims 1
- 229920001864 tannin Polymers 0.000 claims 1
- 229910052719 titanium Inorganic materials 0.000 claims 1
- 239000010936 titanium Substances 0.000 claims 1
- WILBTFWIBAOWLN-UHFFFAOYSA-N triethyl(triethylsilyloxy)silane Chemical compound CC[Si](CC)(CC)O[Si](CC)(CC)CC WILBTFWIBAOWLN-UHFFFAOYSA-N 0.000 claims 1
- UHUUYVZLXJHWDV-UHFFFAOYSA-N trimethyl(methylsilyloxy)silane Chemical compound C[SiH2]O[Si](C)(C)C UHUUYVZLXJHWDV-UHFFFAOYSA-N 0.000 claims 1
- 238000004506 ultrasonic cleaning Methods 0.000 claims 1
- 235000015112 vegetable and seed oil Nutrition 0.000 claims 1
- 239000008158 vegetable oil Substances 0.000 claims 1
- 229920001567 vinyl ester resin Chemical class 0.000 claims 1
- JVDYRCRNAWXQDV-UHFFFAOYSA-N NCCC(C1)C=CC(O)=C1O Chemical compound NCCC(C1)C=CC(O)=C1O JVDYRCRNAWXQDV-UHFFFAOYSA-N 0.000 description 1
- PFTAWBLQPZVEMU-DZGCQCFKSA-N O[C@@H](C1)[C@@H](c(cc2O)ccc2O)Oc2c1c(O)cc(O)c2 Chemical compound O[C@@H](C1)[C@@H](c(cc2O)ccc2O)Oc2c1c(O)cc(O)c2 PFTAWBLQPZVEMU-DZGCQCFKSA-N 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP14187218.4 | 2014-09-30 | ||
| EP14187218 | 2014-09-30 | ||
| PCT/EP2015/069361 WO2016050419A2 (en) | 2014-09-30 | 2015-08-24 | Plasma deposition method for catechol/quinone functionalised layers |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2017533347A JP2017533347A (ja) | 2017-11-09 |
| JP2017533347A5 true JP2017533347A5 (cg-RX-API-DMAC7.html) | 2018-10-04 |
| JP6683692B2 JP6683692B2 (ja) | 2020-04-22 |
Family
ID=51743262
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2017517242A Active JP6683692B2 (ja) | 2014-09-30 | 2015-08-24 | カテコール／キノン官能化層のためのプラズマ堆積法 |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US10843224B2 (cg-RX-API-DMAC7.html) |
| EP (1) | EP3200930B1 (cg-RX-API-DMAC7.html) |
| JP (1) | JP6683692B2 (cg-RX-API-DMAC7.html) |
| SG (2) | SG11201702534VA (cg-RX-API-DMAC7.html) |
| WO (1) | WO2016050419A2 (cg-RX-API-DMAC7.html) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE112008001301T5 (de) | 2007-05-14 | 2010-04-29 | Reserach Foundation Of State University Of New York | Induktion einer physiologischen Dispersions-Antwort in Bakterien-Zellen in einem Biofilm |
| JP6850973B2 (ja) * | 2016-11-07 | 2021-03-31 | 東京電力ホールディングス株式会社 | 自己修復機能を有する塗料 |
| US11541105B2 (en) | 2018-06-01 | 2023-01-03 | The Research Foundation For The State University Of New York | Compositions and methods for disrupting biofilm formation and maintenance |
| CN111175257A (zh) * | 2018-11-13 | 2020-05-19 | 香港城市大学深圳研究院 | 一种可逆的醌基修饰的生物芯片及其制备方法与应用 |
| US12146221B2 (en) | 2019-06-18 | 2024-11-19 | Molecular Plasma Group S.A. | Antimicrobial and/or antiviral polymer surfaces and methods for the preparation thereof |
| US20220275243A1 (en) * | 2019-08-20 | 2022-09-01 | The Regents Of The University Of Michigan | Surface functionalized substrates and methods of making the same |
| EP3881941A1 (en) | 2020-03-17 | 2021-09-22 | Molecular Plasma Group SA | Plasma coating method and apparatus for biological surface modification |
| JP7561530B2 (ja) * | 2020-06-25 | 2024-10-04 | 東京エレクトロン株式会社 | 成膜方法及び成膜装置 |
| EP3992330A1 (en) * | 2020-10-29 | 2022-05-04 | PartiX | Powder coating method |
| EP4436585A1 (en) * | 2021-11-24 | 2024-10-02 | Verdox, Inc. | Quinone-containing polymer, methods for the manufacture thereof, and use for electrochemical gas separation |
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| US4952656A (en) * | 1986-10-01 | 1990-08-28 | Air Products And Chemicals, Inc. | Manufacture of high molecular weight poly(vinylamines) |
| JPH01142721A (ja) * | 1987-11-30 | 1989-06-05 | Fujitsu Ltd | ポジ型感光性パターン形成材料およびパターン形成方法 |
| DE19622458C2 (de) * | 1996-05-24 | 1998-03-26 | Senslab Ges Zur Entwicklung Un | Enzymatisch-elektrochemischer Einschritt-Affinitätssensor zur quantitativen Bestimmung von Analyten in wäßrigen Medien und Affinitätsassay |
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| US8962772B2 (en) * | 2013-06-26 | 2015-02-24 | International Business Machines Corporation | Antimicrobial surface modified silicone rubber and methods of preparation thereof |
| KR101899192B1 (ko) * | 2014-02-07 | 2018-09-17 | 재단법인 철원플라즈마 산업기술연구원 | 플라즈마 중합을 이용한 폴리도파민 합성방법 |
| WO2016190400A1 (ja) * | 2015-05-26 | 2016-12-01 | 国立研究開発法人科学技術振興機構 | カテコール含有接着性ハイドロゲル、接着性ハイドロゲル作製用組成物、及び該接着性ハイドロゲルを応用した組成物 |
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2015
- 2015-08-24 EP EP15750794.8A patent/EP3200930B1/en active Active
- 2015-08-24 SG SG11201702534VA patent/SG11201702534VA/en unknown
- 2015-08-24 WO PCT/EP2015/069361 patent/WO2016050419A2/en not_active Ceased
- 2015-08-24 SG SG10201902659XA patent/SG10201902659XA/en unknown
- 2015-08-24 US US15/515,916 patent/US10843224B2/en active Active
- 2015-08-24 JP JP2017517242A patent/JP6683692B2/ja active Active