TWI481675B - 6a族/3a族油墨及其製造及使用方法 - Google Patents
6a族/3a族油墨及其製造及使用方法 Download PDFInfo
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- TWI481675B TWI481675B TW100117161A TW100117161A TWI481675B TW I481675 B TWI481675 B TW I481675B TW 100117161 A TW100117161 A TW 100117161A TW 100117161 A TW100117161 A TW 100117161A TW I481675 B TWI481675 B TW I481675B
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- 238000000034 method Methods 0.000 title claims description 23
- 239000011669 selenium Substances 0.000 claims description 261
- 229910052711 selenium Inorganic materials 0.000 claims description 230
- BUGBHKTXTAQXES-UHFFFAOYSA-N Selenium Chemical compound [Se] BUGBHKTXTAQXES-UHFFFAOYSA-N 0.000 claims description 227
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- GYHNNYVSQQEPJS-UHFFFAOYSA-N Gallium Chemical compound [Ga] GYHNNYVSQQEPJS-UHFFFAOYSA-N 0.000 claims description 23
- 229910052733 gallium Inorganic materials 0.000 claims description 22
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 22
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- 239000002904 solvent Substances 0.000 claims description 21
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- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 12
- 238000010438 heat treatment Methods 0.000 claims description 10
- 229910052787 antimony Inorganic materials 0.000 claims description 9
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 claims description 9
- 125000003837 (C1-C20) alkyl group Chemical group 0.000 claims description 8
- PMNLUUOXGOOLSP-UHFFFAOYSA-N 2-mercaptopropanoic acid Chemical compound CC(S)C(O)=O PMNLUUOXGOOLSP-UHFFFAOYSA-N 0.000 claims description 8
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- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims description 8
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- 238000004519 manufacturing process Methods 0.000 claims description 8
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- WLHCBQAPPJAULW-UHFFFAOYSA-N 4-methylbenzenethiol Chemical compound CC1=CC=C(S)C=C1 WLHCBQAPPJAULW-UHFFFAOYSA-N 0.000 claims description 7
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- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims description 6
- 238000013019 agitation Methods 0.000 claims description 6
- CMKBCTPCXZNQKX-UHFFFAOYSA-N cyclohexanethiol Chemical compound SC1CCCCC1 CMKBCTPCXZNQKX-UHFFFAOYSA-N 0.000 claims description 6
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- 150000001786 chalcogen compounds Chemical class 0.000 claims description 4
- 239000000470 constituent Substances 0.000 claims description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
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- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 claims description 4
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 3
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- 125000004432 carbon atom Chemical group C* 0.000 claims 1
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- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 1
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- AKUCEXGLFUSJCD-UHFFFAOYSA-N indium(3+);selenium(2-) Chemical compound [Se-2].[Se-2].[Se-2].[In+3].[In+3] AKUCEXGLFUSJCD-UHFFFAOYSA-N 0.000 description 3
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- XVOUMQNXTGKGMA-OWOJBTEDSA-N (E)-glutaconic acid Chemical compound OC(=O)C\C=C\C(O)=O XVOUMQNXTGKGMA-OWOJBTEDSA-N 0.000 description 2
- DHBZRQXIRAEMRO-UHFFFAOYSA-N 1,1,2,2-tetramethylhydrazine Chemical compound CN(C)N(C)C DHBZRQXIRAEMRO-UHFFFAOYSA-N 0.000 description 2
- KYVBNYUBXIEUFW-UHFFFAOYSA-N 1,1,3,3-tetramethylguanidine Chemical compound CN(C)C(=N)N(C)C KYVBNYUBXIEUFW-UHFFFAOYSA-N 0.000 description 2
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- UPCIBFUJJLCOQG-UHFFFAOYSA-L ethyl-[2-[2-[ethyl(dimethyl)azaniumyl]ethyl-methylamino]ethyl]-dimethylazanium;dibromide Chemical compound [Br-].[Br-].CC[N+](C)(C)CCN(C)CC[N+](C)(C)CC UPCIBFUJJLCOQG-UHFFFAOYSA-L 0.000 description 2
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- VBXWCGWXDOBUQZ-UHFFFAOYSA-K diacetyloxyindiganyl acetate Chemical compound [In+3].CC([O-])=O.CC([O-])=O.CC([O-])=O VBXWCGWXDOBUQZ-UHFFFAOYSA-K 0.000 description 1
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- OAKJQQAXSVQMHS-UHFFFAOYSA-O hydrazinium(1+) Chemical compound [NH3+]N OAKJQQAXSVQMHS-UHFFFAOYSA-O 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/30—Inkjet printing inks
- C09D11/36—Inkjet printing inks based on non-aqueous solvents
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/02—Printing inks
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/02—Printing inks
- C09D11/03—Printing inks characterised by features other than the chemical nature of the binder
- C09D11/037—Printing inks characterised by features other than the chemical nature of the binder characterised by the pigment
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/30—Inkjet printing inks
- C09D11/32—Inkjet printing inks characterised by colouring agents
- C09D11/324—Inkjet printing inks characterised by colouring agents containing carbon black
- C09D11/326—Inkjet printing inks characterised by colouring agents containing carbon black characterised by the pigment dispersant
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/24—Electrically-conducting paints
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US12/782,081 US8119506B2 (en) | 2010-05-18 | 2010-05-18 | Group 6a/group 3a ink and methods of making and using same |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| TW201200568A TW201200568A (en) | 2012-01-01 |
| TWI481675B true TWI481675B (zh) | 2015-04-21 |
Family
ID=44453950
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW100117161A TWI481675B (zh) | 2010-05-18 | 2011-05-17 | 6a族/3a族油墨及其製造及使用方法 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US8119506B2 (enExample) |
| EP (1) | EP2388301B1 (enExample) |
| JP (1) | JP5702665B2 (enExample) |
| KR (1) | KR101826097B1 (enExample) |
| CN (1) | CN102344714B (enExample) |
| TW (1) | TWI481675B (enExample) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SG178227A1 (en) * | 2009-08-04 | 2012-03-29 | Precursor Energetics Inc | Polymeric precursors for cis and cigs photovoltaics |
| WO2011146115A1 (en) | 2010-05-21 | 2011-11-24 | Heliovolt Corporation | Liquid precursor for deposition of copper selenide and method of preparing the same |
| US9142408B2 (en) | 2010-08-16 | 2015-09-22 | Alliance For Sustainable Energy, Llc | Liquid precursor for deposition of indium selenide and method of preparing the same |
| KR20130143031A (ko) | 2010-09-15 | 2013-12-30 | 프리커서 에너제틱스, 인코퍼레이티드. | 광기전체를 위한 어닐링 방법 |
| US8282995B2 (en) * | 2010-09-30 | 2012-10-09 | Rohm And Haas Electronic Materials Llc | Selenium/group 1b/group 3a ink and methods of making and using same |
| KR20140053962A (ko) * | 2011-06-17 | 2014-05-08 | 프리커서 에너제틱스, 인코퍼레이티드. | 광기전체를 위한 침착 방법 |
| US9105797B2 (en) * | 2012-05-31 | 2015-08-11 | Alliance For Sustainable Energy, Llc | Liquid precursor inks for deposition of In—Se, Ga—Se and In—Ga—Se |
| CN117865076B (zh) * | 2024-01-12 | 2024-11-29 | 昆明理工大学 | 一种大面积二维碱金属硫族化合物网络的制备方法 |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2287115A2 (en) * | 2009-07-27 | 2011-02-23 | Rohm and Haas Electronic Materials, L.L.C. | Dichalcogenide selenium ink and methods of making and using same |
| EP2305600A1 (en) * | 2009-09-28 | 2011-04-06 | Rohm and Haas Electronic Materials, L.L.C. | A selenium/ group 1B ink and methods of making and using same |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1993004212A1 (en) | 1991-08-26 | 1993-03-04 | Eastman Kodak Company | Preparation of group iii element-group vi element compound films |
| GB9315771D0 (en) | 1993-07-30 | 1993-09-15 | Epichem Ltd | Method of depositing thin metal films |
| US6126740A (en) | 1995-09-29 | 2000-10-03 | Midwest Research Institute | Solution synthesis of mixed-metal chalcogenide nanoparticles and spray deposition of precursor films |
| GB9711799D0 (en) | 1997-06-07 | 1997-08-06 | Vecht Aron | Preparation of sulphides and selenides |
| US6285251B1 (en) * | 1998-04-02 | 2001-09-04 | Ericsson Inc. | Amplification systems and methods using fixed and modulated power supply voltages and buck-boost control |
| JP2003020228A (ja) * | 2001-07-03 | 2003-01-24 | Fuji Photo Film Co Ltd | 金属または金属−カルコゲンナノ粒子の液相合成法およびこれを用いた相変化光記録媒体 |
| US7524528B2 (en) | 2001-10-05 | 2009-04-28 | Cabot Corporation | Precursor compositions and methods for the deposition of passive electrical components on a substrate |
| US6875661B2 (en) | 2003-07-10 | 2005-04-05 | International Business Machines Corporation | Solution deposition of chalcogenide films |
| US7663057B2 (en) | 2004-02-19 | 2010-02-16 | Nanosolar, Inc. | Solution-based fabrication of photovoltaic cell |
| US20070163641A1 (en) * | 2004-02-19 | 2007-07-19 | Nanosolar, Inc. | High-throughput printing of semiconductor precursor layer from inter-metallic nanoflake particles |
| US8309163B2 (en) * | 2004-02-19 | 2012-11-13 | Nanosolar, Inc. | High-throughput printing of semiconductor precursor layer by use of chalcogen-containing vapor and inter-metallic material |
| US20070166453A1 (en) * | 2004-02-19 | 2007-07-19 | Nanosolar, Inc. | High-throughput printing of chalcogen layer |
| US20070169811A1 (en) * | 2004-02-19 | 2007-07-26 | Nanosolar, Inc. | High-throughput printing of semiconductor precursor layer by use of thermal and chemical gradients |
| US7494841B2 (en) | 2006-05-12 | 2009-02-24 | International Business Machines Corporation | Solution-based deposition process for metal chalcogenides |
| US8057850B2 (en) | 2006-11-09 | 2011-11-15 | Alliance For Sustainable Energy, Llc | Formation of copper-indium-selenide and/or copper-indium-gallium-selenide films from indium selenide and copper selenide precursors |
| EP2101931B1 (en) | 2006-11-09 | 2015-05-13 | Alliance for Sustainable Energy, LLC | Precursors for formation of copper selenide, indium selenide, copper indium diselenide, and/or copper indium gallium diselenide films |
| WO2008095146A2 (en) | 2007-01-31 | 2008-08-07 | Van Duren Jeroen K J | Solar cell absorber layer formed from metal ion precursors |
| KR101030780B1 (ko) * | 2007-11-14 | 2011-04-27 | 성균관대학교산학협력단 | Ⅰ-ⅲ-ⅵ2 나노입자의 제조방법 및 다결정 광흡수층박막의 제조방법 |
| US20090260670A1 (en) * | 2008-04-18 | 2009-10-22 | Xiao-Chang Charles Li | Precursor ink for producing IB-IIIA-VIA semiconductors |
| WO2010135622A1 (en) * | 2009-05-21 | 2010-11-25 | E. I. Du Pont De Nemours And Company | Copper zinc tin chalcogenide nanoparticles |
| US8277894B2 (en) * | 2009-07-16 | 2012-10-02 | Rohm And Haas Electronic Materials Llc | Selenium ink and methods of making and using same |
| US8071875B2 (en) * | 2009-09-15 | 2011-12-06 | Xiao-Chang Charles Li | Manufacture of thin solar cells based on ink printing technology |
| US20110076798A1 (en) * | 2009-09-28 | 2011-03-31 | Rohm And Haas Electronic Materials Llc | Dichalcogenide ink containing selenium and methods of making and using same |
-
2010
- 2010-05-18 US US12/782,081 patent/US8119506B2/en not_active Expired - Fee Related
-
2011
- 2011-05-15 JP JP2011108914A patent/JP5702665B2/ja not_active Expired - Fee Related
- 2011-05-17 TW TW100117161A patent/TWI481675B/zh not_active IP Right Cessation
- 2011-05-17 EP EP11166307.6A patent/EP2388301B1/en not_active Not-in-force
- 2011-05-18 KR KR1020110046911A patent/KR101826097B1/ko not_active Expired - Fee Related
- 2011-05-18 CN CN201110207774.8A patent/CN102344714B/zh not_active Expired - Fee Related
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2287115A2 (en) * | 2009-07-27 | 2011-02-23 | Rohm and Haas Electronic Materials, L.L.C. | Dichalcogenide selenium ink and methods of making and using same |
| EP2305600A1 (en) * | 2009-09-28 | 2011-04-06 | Rohm and Haas Electronic Materials, L.L.C. | A selenium/ group 1B ink and methods of making and using same |
Also Published As
| Publication number | Publication date |
|---|---|
| EP2388301B1 (en) | 2015-01-21 |
| CN102344714B (zh) | 2014-07-16 |
| JP2011241397A (ja) | 2011-12-01 |
| US20110287614A1 (en) | 2011-11-24 |
| US8119506B2 (en) | 2012-02-21 |
| EP2388301A1 (en) | 2011-11-23 |
| JP5702665B2 (ja) | 2015-04-15 |
| TW201200568A (en) | 2012-01-01 |
| CN102344714A (zh) | 2012-02-08 |
| KR101826097B1 (ko) | 2018-02-06 |
| KR20110127090A (ko) | 2011-11-24 |
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| MM4A | Annulment or lapse of patent due to non-payment of fees |