JP2018525770A5 - - Google Patents
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- Publication number
- JP2018525770A5 JP2018525770A5 JP2017563208A JP2017563208A JP2018525770A5 JP 2018525770 A5 JP2018525770 A5 JP 2018525770A5 JP 2017563208 A JP2017563208 A JP 2017563208A JP 2017563208 A JP2017563208 A JP 2017563208A JP 2018525770 A5 JP2018525770 A5 JP 2018525770A5
- Authority
- JP
- Japan
- Prior art keywords
- copper
- composition
- ring structure
- complex
- membered ring
- 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
- 239000000203 mixture Substances 0.000 claims description 27
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 18
- 229910052802 copper Inorganic materials 0.000 claims description 18
- 239000010949 copper Substances 0.000 claims description 18
- -1 cyclic amine Chemical class 0.000 claims description 16
- 239000012691 Cu precursor Substances 0.000 claims description 12
- 150000001875 compounds Chemical class 0.000 claims description 9
- 239000002243 precursor Substances 0.000 claims description 6
- 150000003141 primary amines Chemical class 0.000 claims description 6
- 150000002466 imines Chemical class 0.000 claims description 5
- 239000002904 solvent Substances 0.000 claims description 4
- 239000011230 binding agent Substances 0.000 claims description 2
- 238000000034 method Methods 0.000 claims 12
- 239000000758 substrate Substances 0.000 claims 8
- JPVYNHNXODAKFH-UHFFFAOYSA-N Cu2+ Chemical compound [Cu+2] JPVYNHNXODAKFH-UHFFFAOYSA-N 0.000 claims 7
- 125000000217 alkyl group Chemical group 0.000 claims 6
- 229920000139 polyethylene terephthalate Polymers 0.000 claims 6
- 239000005020 polyethylene terephthalate Substances 0.000 claims 6
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 4
- 238000005245 sintering Methods 0.000 claims 4
- 229910001431 copper ion Inorganic materials 0.000 claims 3
- 229920002457 flexible plastic Polymers 0.000 claims 3
- BDAGIHXWWSANSR-UHFFFAOYSA-N Formic acid Chemical group OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 2
- 125000002877 alkyl aryl group Chemical group 0.000 claims 2
- 125000003710 aryl alkyl group Chemical group 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 150000004699 copper complex Chemical class 0.000 claims 2
- 239000004205 dimethyl polysiloxane Substances 0.000 claims 2
- 239000003446 ligand Substances 0.000 claims 2
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 claims 2
- 238000007639 printing Methods 0.000 claims 2
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims 1
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 1
- 239000004642 Polyimide Substances 0.000 claims 1
- 239000004793 Polystyrene Substances 0.000 claims 1
- 125000003342 alkenyl group Chemical group 0.000 claims 1
- 125000000304 alkynyl group Chemical group 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 238000000151 deposition Methods 0.000 claims 1
- 239000003822 epoxy resin Substances 0.000 claims 1
- 239000011521 glass Substances 0.000 claims 1
- 238000007646 gravure printing Methods 0.000 claims 1
- 238000007641 inkjet printing Methods 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000002184 metal Substances 0.000 claims 1
- 229910052751 metal Inorganic materials 0.000 claims 1
- WSTNFGAKGUERTC-UHFFFAOYSA-N n-ethylhexan-1-amine Chemical compound CCCCCCNCC WSTNFGAKGUERTC-UHFFFAOYSA-N 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- IOQPZZOEVPZRBK-UHFFFAOYSA-N octan-1-amine Chemical group CCCCCCCCN IOQPZZOEVPZRBK-UHFFFAOYSA-N 0.000 claims 1
- 125000000962 organic group Chemical group 0.000 claims 1
- 239000004417 polycarbonate Substances 0.000 claims 1
- 229920000515 polycarbonate Polymers 0.000 claims 1
- 229920000647 polyepoxide Polymers 0.000 claims 1
- 239000011112 polyethylene naphthalate Substances 0.000 claims 1
- 229920001721 polyimide Polymers 0.000 claims 1
- 229920000098 polyolefin Polymers 0.000 claims 1
- 229920002223 polystyrene Polymers 0.000 claims 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims 1
- 238000007650 screen-printing Methods 0.000 claims 1
- GBXQPDCOMJJCMJ-UHFFFAOYSA-M trimethyl-[6-(trimethylazaniumyl)hexyl]azanium;bromide Chemical compound [Br-].C[N+](C)(C)CCCCCC[N+](C)(C)C GBXQPDCOMJJCMJ-UHFFFAOYSA-M 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201562174426P | 2015-06-11 | 2015-06-11 | |
| US62/174,426 | 2015-06-11 | ||
| PCT/CA2016/050091 WO2016197234A1 (en) | 2015-06-11 | 2016-02-02 | Preparation of high conductivity copper films |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2018525770A JP2018525770A (ja) | 2018-09-06 |
| JP2018525770A5 true JP2018525770A5 (enExample) | 2020-04-23 |
| JP6775531B2 JP6775531B2 (ja) | 2020-10-28 |
Family
ID=57502729
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2017563208A Active JP6775531B2 (ja) | 2015-06-11 | 2016-02-02 | 高導電性銅フィルムの調製 |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US10954406B2 (enExample) |
| EP (1) | EP3307705B1 (enExample) |
| JP (1) | JP6775531B2 (enExample) |
| KR (1) | KR102522823B1 (enExample) |
| CN (1) | CN107614481B (enExample) |
| CA (1) | CA2988797C (enExample) |
| TW (1) | TWI680134B (enExample) |
| WO (1) | WO2016197234A1 (enExample) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2018118460A1 (en) * | 2016-12-24 | 2018-06-28 | Electroninks Incorporated | Copper based conductive ink composition and method of making the same |
| TWI823871B (zh) | 2017-10-27 | 2023-12-01 | 加拿大國家研究委員會 | 用於通過強脈衝光燒結金屬線路之塗有氮化硼奈米管之基板 |
| KR20190131242A (ko) * | 2018-05-16 | 2019-11-26 | 도레이첨단소재 주식회사 | 전도성 섬유집합체 및 그 제조방법 |
| TWI853828B (zh) | 2018-08-07 | 2024-09-01 | 加拿大國家研究委員會 | 包覆成型的印刷電子零件和其製造方法 |
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| DE3810958A1 (de) | 1988-03-31 | 1989-10-12 | Basf Ag | Tinten fuer ink-jet-aufzeichnungsverfahren |
| CN1071182A (zh) | 1991-09-28 | 1993-04-21 | 胡贵友 | 热敏变色油墨 |
| JP3912844B2 (ja) | 1997-04-09 | 2007-05-09 | キヤノン株式会社 | 有機金属を含有するインク並びに電極、電子放出素子および画像形成装置の製造方法 |
| US5980622A (en) | 1997-08-29 | 1999-11-09 | Hewlett-Packard Company | Magenta dyes for ink-jet inks |
| JP3813750B2 (ja) | 1998-08-27 | 2006-08-23 | 大日精化工業株式会社 | カラーフィルターの製造方法及びカラーフィルター |
| ES2185549T3 (es) | 1999-09-27 | 2003-05-01 | Ciba Sc Holding Ag | Tintas de color rojo carmesi (magenta) que contienen colorantes azoicos de complejo de cobre basados en acidos 1-naftol-di- o -trisulfonicos. |
| US6369256B1 (en) * | 2000-06-09 | 2002-04-09 | National Research Council Of Canada | Self-reducible copper(II) source reagents for chemical vapor deposition of copper metal |
| US7629017B2 (en) * | 2001-10-05 | 2009-12-08 | Cabot Corporation | Methods for the deposition of conductive electronic features |
| JP2005513117A (ja) | 2001-12-12 | 2005-05-12 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | 銅ホルメート錯体を用いる銅の沈着 |
| US6939578B2 (en) * | 2002-01-18 | 2005-09-06 | E. I. Du Pont De Nemours And Company | Volatile copper(II) complexes for deposition of copper films by atomic layer deposition |
| EP1527207A1 (en) * | 2002-08-09 | 2005-05-04 | E.I. Du Pont De Nemours And Company | Pyrrolyl complexes of copper for copper metal deposition |
| TW200416261A (en) | 2002-10-18 | 2004-09-01 | Nippon Kayaku Kk | Phthalocyanine compound for ink-jet printing, water-soluble green ink composition containing such compound and coloring substance using such composition |
| JP2004162110A (ja) | 2002-11-12 | 2004-06-10 | Mitsubishi Paper Mills Ltd | 銅／アミン組成物 |
| PL1853671T3 (pl) | 2005-03-04 | 2014-01-31 | Inktec Co Ltd | Tusze przewodzące i sposób ich wytwarzania |
| JP5205717B2 (ja) * | 2006-07-04 | 2013-06-05 | セイコーエプソン株式会社 | ギ酸銅錯体、銅粒子の製造方法および配線基板の製造方法 |
| JP5045015B2 (ja) * | 2006-07-28 | 2012-10-10 | セイコーエプソン株式会社 | ギ酸銅の製造方法、銅粒子の製造方法および配線基板の製造方法 |
| JP2008205430A (ja) | 2007-01-26 | 2008-09-04 | Konica Minolta Holdings Inc | 金属パターン形成方法及び金属塩混合物 |
| KR20080083790A (ko) | 2007-03-13 | 2008-09-19 | 삼성전자주식회사 | 무전해 구리 도금액, 그의 제조방법 및 무전해 구리도금방법 |
| CN101519356A (zh) * | 2008-02-28 | 2009-09-02 | 华东理工大学 | 螺环双亚胺和制备方法及其应用 |
| JP2009256218A (ja) | 2008-04-14 | 2009-11-05 | Toray Ind Inc | 銅前駆体組成物およびそれを用いた銅膜の製造方法。 |
| US9095898B2 (en) * | 2008-09-15 | 2015-08-04 | Lockheed Martin Corporation | Stabilized metal nanoparticles and methods for production thereof |
| US8262894B2 (en) | 2009-04-30 | 2012-09-11 | Moses Lake Industries, Inc. | High speed copper plating bath |
| KR20120036476A (ko) * | 2010-10-08 | 2012-04-18 | 에스케이이노베이션 주식회사 | 구리(ⅱ) 포르메이트 착제를 포함하는 잉크 조성물의 제조방법 |
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| JP2014182913A (ja) * | 2013-03-19 | 2014-09-29 | Fujifilm Corp | 導電膜形成用組成物およびこれを用いる導電膜の製造方法 |
| KR20140142406A (ko) * | 2013-06-03 | 2014-12-12 | 고성국 | 유기 동 전구체를 사용한 잉크 조성물 및 그 제조방법 |
| JP6156991B2 (ja) * | 2013-07-25 | 2017-07-05 | 株式会社Adeka | 銅膜形成用組成物及びそれを用いた銅膜の製造方法 |
| CN104341860B (zh) * | 2013-08-01 | 2019-04-09 | 索尼公司 | 纳米导电墨水及其制备方法 |
| KR102233293B1 (ko) * | 2014-01-15 | 2021-03-29 | (주)창성 | 구리포메이트-아민 컴플렉스를 포함하는 잉크 조성물의 제조방법 |
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| KR102387043B1 (ko) * | 2014-06-19 | 2022-04-14 | 내셔날 리서치 카운실 오브 캐나다 | 분자 잉크 |
| US20160057866A1 (en) * | 2014-08-19 | 2016-02-25 | Jsr Corporation | Metal film forming method and conductive ink used in said method |
| US9809489B2 (en) * | 2014-09-12 | 2017-11-07 | Jsr Corporation | Composition for forming a conductive film, a conductive film, a method for producing a plating film, a plating film, and an electronic device |
| CA3045167A1 (en) * | 2016-10-25 | 2018-05-03 | Ggi International | Printed electronics |
-
2016
- 2016-02-02 CA CA2988797A patent/CA2988797C/en active Active
- 2016-02-02 EP EP16806465.7A patent/EP3307705B1/en active Active
- 2016-02-02 CN CN201680032492.XA patent/CN107614481B/zh active Active
- 2016-02-02 US US15/835,688 patent/US10954406B2/en active Active
- 2016-02-02 KR KR1020187000929A patent/KR102522823B1/ko active Active
- 2016-02-02 JP JP2017563208A patent/JP6775531B2/ja active Active
- 2016-02-02 WO PCT/CA2016/050091 patent/WO2016197234A1/en not_active Ceased
- 2016-02-05 TW TW105104063A patent/TWI680134B/zh active
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