JP6557317B2 - 導電性銀構造を形成するためのインク組成物 - Google Patents
導電性銀構造を形成するためのインク組成物 Download PDFInfo
- Publication number
- JP6557317B2 JP6557317B2 JP2017231105A JP2017231105A JP6557317B2 JP 6557317 B2 JP6557317 B2 JP 6557317B2 JP 2017231105 A JP2017231105 A JP 2017231105A JP 2017231105 A JP2017231105 A JP 2017231105A JP 6557317 B2 JP6557317 B2 JP 6557317B2
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- Prior art keywords
- silver
- ink
- ink composition
- salt
- formic acid
- 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.)
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- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical group [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 title claims description 115
- 239000000203 mixture Substances 0.000 title claims description 52
- 239000000758 substrate Substances 0.000 claims description 58
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims description 55
- GGCZERPQGJTIQP-UHFFFAOYSA-N sodium;9,10-dioxoanthracene-2-sulfonic acid Chemical compound [Na+].C1=CC=C2C(=O)C3=CC(S(=O)(=O)O)=CC=C3C(=O)C2=C1 GGCZERPQGJTIQP-UHFFFAOYSA-N 0.000 claims description 51
- 150000003973 alkyl amines Chemical group 0.000 claims description 36
- 239000008139 complexing agent Substances 0.000 claims description 33
- 238000000034 method Methods 0.000 claims description 30
- 235000019253 formic acid Nutrition 0.000 claims description 27
- 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 26
- 238000007639 printing Methods 0.000 claims description 26
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 23
- 238000004528 spin coating Methods 0.000 claims description 22
- 239000002904 solvent Substances 0.000 claims description 20
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 18
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 claims description 17
- 229940071536 silver acetate Drugs 0.000 claims description 15
- CQLFBEKRDQMJLZ-UHFFFAOYSA-M silver acetate Chemical compound [Ag+].CC([O-])=O CQLFBEKRDQMJLZ-UHFFFAOYSA-M 0.000 claims description 14
- 238000012545 processing Methods 0.000 claims description 13
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims description 12
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 12
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical compound CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 claims description 10
- NDVLTYZPCACLMA-UHFFFAOYSA-N silver oxide Chemical compound [O-2].[Ag+].[Ag+] NDVLTYZPCACLMA-UHFFFAOYSA-N 0.000 claims description 10
- 150000003839 salts Chemical class 0.000 claims description 9
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 8
- 238000007641 inkjet printing Methods 0.000 claims description 7
- DPBLXKKOBLCELK-UHFFFAOYSA-N pentan-1-amine Chemical compound CCCCCN DPBLXKKOBLCELK-UHFFFAOYSA-N 0.000 claims description 7
- SQGYOTSLMSWVJD-UHFFFAOYSA-N silver(1+) nitrate Chemical compound [Ag+].[O-]N(=O)=O SQGYOTSLMSWVJD-UHFFFAOYSA-N 0.000 claims description 7
- 239000012141 concentrate Substances 0.000 claims description 6
- 238000000151 deposition Methods 0.000 claims description 6
- 229910001923 silver oxide Inorganic materials 0.000 claims description 5
- 238000003618 dip coating Methods 0.000 claims description 4
- 238000002156 mixing Methods 0.000 claims description 4
- 229910001961 silver nitrate Inorganic materials 0.000 claims description 4
- 238000007650 screen-printing Methods 0.000 claims description 3
- 238000005507 spraying Methods 0.000 claims description 3
- ZXSQEZNORDWBGZ-UHFFFAOYSA-N 1,3-dihydropyrrolo[2,3-b]pyridin-2-one Chemical compound C1=CN=C2NC(=O)CC2=C1 ZXSQEZNORDWBGZ-UHFFFAOYSA-N 0.000 claims description 2
- JKFYKCYQEWQPTM-UHFFFAOYSA-N 2-azaniumyl-2-(4-fluorophenyl)acetate Chemical compound OC(=O)C(N)C1=CC=C(F)C=C1 JKFYKCYQEWQPTM-UHFFFAOYSA-N 0.000 claims description 2
- 229910021607 Silver chloride Inorganic materials 0.000 claims description 2
- 229910021612 Silver iodide Inorganic materials 0.000 claims description 2
- ADZWSOLPGZMUMY-UHFFFAOYSA-M silver bromide Chemical compound [Ag]Br ADZWSOLPGZMUMY-UHFFFAOYSA-M 0.000 claims description 2
- LKZMBDSASOBTPN-UHFFFAOYSA-L silver carbonate Substances [Ag].[O-]C([O-])=O LKZMBDSASOBTPN-UHFFFAOYSA-L 0.000 claims description 2
- 229910001958 silver carbonate Inorganic materials 0.000 claims description 2
- 229940096017 silver fluoride Drugs 0.000 claims description 2
- 229940045105 silver iodide Drugs 0.000 claims description 2
- HKZLPVFGJNLROG-UHFFFAOYSA-M silver monochloride Chemical compound [Cl-].[Ag+] HKZLPVFGJNLROG-UHFFFAOYSA-M 0.000 claims description 2
- REYHXKZHIMGNSE-UHFFFAOYSA-M silver monofluoride Chemical compound [F-].[Ag+] REYHXKZHIMGNSE-UHFFFAOYSA-M 0.000 claims description 2
- KKKDGYXNGYJJRX-UHFFFAOYSA-M silver nitrite Chemical compound [Ag+].[O-]N=O KKKDGYXNGYJJRX-UHFFFAOYSA-M 0.000 claims description 2
- FJOLTQXXWSRAIX-UHFFFAOYSA-K silver phosphate Chemical compound [Ag+].[Ag+].[Ag+].[O-]P([O-])([O-])=O FJOLTQXXWSRAIX-UHFFFAOYSA-K 0.000 claims description 2
- 229940019931 silver phosphate Drugs 0.000 claims description 2
- 229910000161 silver phosphate Inorganic materials 0.000 claims description 2
- FTNNQMMAOFBTNJ-UHFFFAOYSA-M silver;formate Chemical compound [Ag+].[O-]C=O FTNNQMMAOFBTNJ-UHFFFAOYSA-M 0.000 claims description 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 claims 4
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 claims 4
- 239000000976 ink Substances 0.000 description 138
- 239000004332 silver Substances 0.000 description 98
- 229910052709 silver Inorganic materials 0.000 description 98
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 32
- 239000000243 solution Substances 0.000 description 31
- 239000002245 particle Substances 0.000 description 28
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 27
- 229910052710 silicon Inorganic materials 0.000 description 27
- 239000010703 silicon Substances 0.000 description 27
- QSDSNNSKORVORL-UHFFFAOYSA-N acetic acid;silver Chemical compound [Ag].CC(O)=O QSDSNNSKORVORL-UHFFFAOYSA-N 0.000 description 26
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 22
- 239000011521 glass Substances 0.000 description 20
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical group [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 19
- 235000011114 ammonium hydroxide Nutrition 0.000 description 19
- 238000009835 boiling Methods 0.000 description 18
- 239000000908 ammonium hydroxide Substances 0.000 description 17
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 15
- 238000000576 coating method Methods 0.000 description 15
- 150000004985 diamines Chemical class 0.000 description 13
- 238000001704 evaporation Methods 0.000 description 13
- 230000008020 evaporation Effects 0.000 description 11
- 229910021529 ammonia Inorganic materials 0.000 description 10
- 238000000137 annealing Methods 0.000 description 10
- 239000003638 chemical reducing agent Substances 0.000 description 10
- 239000011248 coating agent Substances 0.000 description 10
- 239000000523 sample Substances 0.000 description 10
- 230000015572 biosynthetic process Effects 0.000 description 9
- 230000009467 reduction Effects 0.000 description 9
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 8
- 239000002253 acid Substances 0.000 description 8
- 239000003446 ligand Substances 0.000 description 8
- 239000002243 precursor Substances 0.000 description 8
- 150000001735 carboxylic acids Chemical class 0.000 description 7
- -1 polyethylene terephthalate Polymers 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 6
- 239000003153 chemical reaction reagent Substances 0.000 description 6
- 238000000059 patterning Methods 0.000 description 6
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 6
- 238000003786 synthesis reaction Methods 0.000 description 6
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 5
- FOIXSVOLVBLSDH-UHFFFAOYSA-N Silver ion Chemical compound [Ag+] FOIXSVOLVBLSDH-UHFFFAOYSA-N 0.000 description 5
- 235000011054 acetic acid Nutrition 0.000 description 5
- 125000004432 carbon atom Chemical group C* 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 238000002474 experimental method Methods 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 238000001878 scanning electron micrograph Methods 0.000 description 5
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 4
- 239000003125 aqueous solvent Substances 0.000 description 4
- 230000008901 benefit Effects 0.000 description 4
- 238000004090 dissolution Methods 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 238000002441 X-ray diffraction Methods 0.000 description 3
- 239000003570 air Substances 0.000 description 3
- 238000004630 atomic force microscopy Methods 0.000 description 3
- DQXBYHZEEUGOBF-UHFFFAOYSA-N but-3-enoic acid;ethene Chemical compound C=C.OC(=O)CC=C DQXBYHZEEUGOBF-UHFFFAOYSA-N 0.000 description 3
- 239000006184 cosolvent Substances 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 239000005038 ethylene vinyl acetate Substances 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 239000002105 nanoparticle Substances 0.000 description 3
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 3
- 238000001556 precipitation Methods 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- 150000003378 silver Chemical class 0.000 description 3
- 239000003381 stabilizer Substances 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 238000002411 thermogravimetry Methods 0.000 description 3
- KDSNLYIMUZNERS-UHFFFAOYSA-N 2-methylpropanamine Chemical compound CC(C)CN KDSNLYIMUZNERS-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 2
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 2
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- 150000001298 alcohols Chemical class 0.000 description 2
- 150000001299 aldehydes Chemical group 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- VZTDIZULWFCMLS-UHFFFAOYSA-N ammonium formate Chemical compound [NH4+].[O-]C=O VZTDIZULWFCMLS-UHFFFAOYSA-N 0.000 description 2
- 150000003863 ammonium salts Chemical class 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 239000001569 carbon dioxide Substances 0.000 description 2
- 229910002092 carbon dioxide Inorganic materials 0.000 description 2
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- 239000002131 composite material Substances 0.000 description 2
- 239000004020 conductor Substances 0.000 description 2
- 239000008367 deionised water Substances 0.000 description 2
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- 230000008021 deposition Effects 0.000 description 2
- 238000013461 design Methods 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 239000002360 explosive Substances 0.000 description 2
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- QWTDNUCVQCZILF-UHFFFAOYSA-N isopentane Chemical compound CCC(C)C QWTDNUCVQCZILF-UHFFFAOYSA-N 0.000 description 2
- BMFVGAAISNGQNM-UHFFFAOYSA-N isopentylamine Chemical compound CC(C)CCN BMFVGAAISNGQNM-UHFFFAOYSA-N 0.000 description 2
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- VUZPPFZMUPKLLV-UHFFFAOYSA-N methane;hydrate Chemical compound C.O VUZPPFZMUPKLLV-UHFFFAOYSA-N 0.000 description 2
- RTWNYYOXLSILQN-UHFFFAOYSA-N methanediamine Chemical compound NCN RTWNYYOXLSILQN-UHFFFAOYSA-N 0.000 description 2
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- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
- 239000010937 tungsten Substances 0.000 description 1
- 238000002371 ultraviolet--visible spectrum Methods 0.000 description 1
- 238000001392 ultraviolet--visible--near infrared spectroscopy Methods 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
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Description
<連邦政府による委託研究または開発>
表1 例示的な銀系インク成分
表2 E−ジェットおよびより高い安定性を必要とする他の方法のための例示的な銀系インク成分
過剰なアンモニア(≧4:1比)は、合成の際に供給される。生成する初期の半透明の赤色は、ジアミン銀錯体に完全に変換されない酸化銀に相当する。ギ酸の添加によって、保護されていない銀が還元されて、粒子(約31重量%)が生成するが、これらは(例えば、沈殿によって)除去される。添加されたギ酸の約40重量%がこの工程で使用される。残りのギ酸は、水酸化物に水素イオンを付加して水とするとともに、ギ酸アンモニウムを生成することによって、水酸化アンモニウムを中和する。随伴するpHの低下〈例えば、約14から約10.6〉は、多くの遊離アンモニアが溶液中に存在するのを可能とし、目的とするジアミン銀錯体を生成する。特に、ジアミン銀錯体は、以前に報告されたトレンス試薬の化学的性質に比較して、溶液中において高比率の銀を含有する。水中で過剰なアンモニアを使用することにより、ジアミン銀(I)錯体は、酸化銀中間体を必要とせず直接形成される。
Claims (15)
- 導電性銀構造を形成するためのインク組成物であって、
銀塩と、
(a)錯化剤とギ酸との錯体、または(b)錯化剤とギ酸の塩との錯体と、
エチレンジアミンと、を含有し、
前記錯化剤は、アルキルアミンであることを特徴とするインク組成物。 - 前記アルキルアミンは、メチルアミン、エチルアミン、プロピルアミン、ブチルアミンおよびアミルアミンからなる群より選択される請求項1に記載のインク組成物。
- 前記銀塩は、酢酸銀、ギ酸銀、炭酸銀、フッ化銀、硝酸銀、亜硝酸銀、塩化銀、臭化銀、ヨウ化銀、リン酸銀および酸化銀からなる群より選択される請求項1に記載のインク組成物。
- エタノール、ブタノール、プロピレングリコール、水およびそれらの組み合わせからなる群より選択される溶媒をさらに含有する請求項1に記載のインク組成物。
- 前記エチレンジアミンに対する前記アルキルアミンの比は、容量基準で4:1〜1:4の範囲である請求項1に記載のインク組成物。
- 前記ギ酸または前記ギ酸の塩に対する前記アルキルアミンの比は、モル基準で少なくとも2:1である請求項1に記載のインク組成物。
- 銀塩と、アルキルアミンおよびエチレンジアミンを含む錯化剤とを混合する工程と、
ギ酸またはギ酸の塩を、前記混合した銀塩および錯化剤に添加して、インク組成物を形成する工程と、
前記インク組成物を基板上に付着させる工程と、
前記インク組成物を付着させる工程の前または後に、前記インク組成物中の前記錯化剤の濃度を減少させて、濃縮物を形成する工程と、
前記付着されたインク組成物中で前記銀塩を還元して、導電性銀構造を形成する工程とを有し、
前記濃縮物および前記導電性銀構造は、約120℃以下の温度で形成されることを特徴とする導電性銀構造の形成方法。 - 前記温度は、約90℃以下である請求項7に記載の方法。
- 前記ギ酸または前記ギ酸の塩は、前記銀塩が前記錯化剤に溶解するまで添加されない請求項7に記載の方法。
- スプレー処理、浸漬コーティング、スピンコーティング、インクジェット印刷およびe−jet印刷からなる群より選択される方法によって、前記基板上に前記インク組成物を付着させる工程をさらに含む請求項7に記載の方法。
- スクリーン印刷、ロールツーロール処理および直接インク描画からなる群より選択される方法によって、前記基板上に前記濃縮物を付着させる工程をさらに含む請求項7に記載の方法。
- 前記導電性銀構造は、約2×10−5Ωcm以下の抵抗率を有する請求項7に記載の方法。
- 前記アルキルアミンは、メチルアミン、エチルアミン、プロピルアミン、ブチルアミンおよびアミルアミンからなる群より選択される請求項7に記載の方法。
- 前記エチレンジアミンに対する前記アルキルアミンの比は、容量基準で4:1〜1:4の範囲である請求項7に記載の方法。
- 前記ギ酸または前記ギ酸の塩に対する前記アルキルアミンの比は、モル基準で少なくとも2:1である請求項7に記載の方法。
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