JP6101693B2 - フォトレジスト洗浄溶液用のパーフルオロアルキルスルホンアミド界面活性剤 - Google Patents
フォトレジスト洗浄溶液用のパーフルオロアルキルスルホンアミド界面活性剤 Download PDFInfo
- Publication number
- JP6101693B2 JP6101693B2 JP2014525053A JP2014525053A JP6101693B2 JP 6101693 B2 JP6101693 B2 JP 6101693B2 JP 2014525053 A JP2014525053 A JP 2014525053A JP 2014525053 A JP2014525053 A JP 2014525053A JP 6101693 B2 JP6101693 B2 JP 6101693B2
- Authority
- JP
- Japan
- Prior art keywords
- solution
- perfluoroalkylsulfonamide
- aqueous
- photoresist
- photoresist material
- 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.)
- Active
Links
- 229920002120 photoresistant polymer Polymers 0.000 title claims description 61
- 239000004094 surface-active agent Substances 0.000 title description 25
- 238000004140 cleaning Methods 0.000 title description 17
- 239000000463 material Substances 0.000 claims description 39
- 238000000034 method Methods 0.000 claims description 19
- 239000002563 ionic surfactant Substances 0.000 claims description 15
- -1 perfluoroalkyl sulfonamide Chemical class 0.000 claims description 11
- 229940124530 sulfonamide Drugs 0.000 claims description 4
- 239000000243 solution Substances 0.000 description 63
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 24
- 238000001179 sorption measurement Methods 0.000 description 16
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 14
- 239000004810 polytetrafluoroethylene Substances 0.000 description 14
- WGTYBPLFGIVFAS-UHFFFAOYSA-M tetramethylammonium hydroxide Chemical compound [OH-].C[N+](C)(C)C WGTYBPLFGIVFAS-UHFFFAOYSA-M 0.000 description 12
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 10
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 9
- 230000008569 process Effects 0.000 description 8
- 239000007864 aqueous solution Substances 0.000 description 7
- 230000007547 defect Effects 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- 239000012530 fluid Substances 0.000 description 4
- 239000010410 layer Substances 0.000 description 4
- 230000004048 modification Effects 0.000 description 4
- 238000012986 modification Methods 0.000 description 4
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 239000000908 ammonium hydroxide Substances 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- 238000011161 development Methods 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 230000003993 interaction Effects 0.000 description 3
- 229910017604 nitric acid Inorganic materials 0.000 description 3
- 238000000206 photolithography Methods 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 239000010453 quartz Substances 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- QEMXHQIAXOOASZ-UHFFFAOYSA-N tetramethylammonium Chemical compound C[N+](C)(C)C QEMXHQIAXOOASZ-UHFFFAOYSA-N 0.000 description 3
- 239000010409 thin film Substances 0.000 description 3
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- 238000013459 approach Methods 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 239000002346 layers by function Substances 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 229920000573 polyethylene Polymers 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 241001137307 Cyprinodon variegatus Species 0.000 description 1
- 229920012266 Poly(ether sulfone) PES Polymers 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000010511 deprotection reaction Methods 0.000 description 1
- 239000010408 film Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000002198 insoluble material Substances 0.000 description 1
- 239000012212 insulator Substances 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 238000010979 pH adjustment Methods 0.000 description 1
- 125000006239 protecting group Chemical group 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000004065 semiconductor Substances 0.000 description 1
- 238000004528 spin coating Methods 0.000 description 1
- 150000003456 sulfonamides Chemical class 0.000 description 1
- 239000002344 surface layer Substances 0.000 description 1
- 238000005320 surfactant adsorption Methods 0.000 description 1
Classifications
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/26—Processing photosensitive materials; Apparatus therefor
- G03F7/40—Treatment after imagewise removal, e.g. baking
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01L—SEMICONDUCTOR DEVICES NOT COVERED BY CLASS H10
- H01L21/00—Processes or apparatus adapted for the manufacture or treatment of semiconductor or solid state devices or of parts thereof
- H01L21/02—Manufacture or treatment of semiconductor devices or of parts thereof
- H01L21/027—Making masks on semiconductor bodies for further photolithographic processing not provided for in group H01L21/18 or H01L21/34
- H01L21/0271—Making masks on semiconductor bodies for further photolithographic processing not provided for in group H01L21/18 or H01L21/34 comprising organic layers
- H01L21/0273—Making masks on semiconductor bodies for further photolithographic processing not provided for in group H01L21/18 or H01L21/34 comprising organic layers characterised by the treatment of photoresist layers
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/26—Processing photosensitive materials; Apparatus therefor
- G03F7/40—Treatment after imagewise removal, e.g. baking
- G03F7/405—Treatment with inorganic or organometallic reagents after imagewise removal
Landscapes
- General Physics & Mathematics (AREA)
- Physics & Mathematics (AREA)
- Engineering & Computer Science (AREA)
- Chemical & Material Sciences (AREA)
- Manufacturing & Machinery (AREA)
- Computer Hardware Design (AREA)
- Microelectronics & Electronic Packaging (AREA)
- Power Engineering (AREA)
- Condensed Matter Physics & Semiconductors (AREA)
- Inorganic Chemistry (AREA)
- Organic Chemistry (AREA)
- Cleaning Or Drying Semiconductors (AREA)
- Photosensitive Polymer And Photoresist Processing (AREA)
- Detergent Compositions (AREA)
- Exposure Of Semiconductors, Excluding Electron Or Ion Beam Exposure (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201161522057P | 2011-08-10 | 2011-08-10 | |
| US61/522,057 | 2011-08-10 | ||
| PCT/US2012/049158 WO2013022673A2 (en) | 2011-08-10 | 2012-08-01 | Perfluoroalkyl sulfonamides surfactants for photoresist rinse solutions |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2014527200A JP2014527200A (ja) | 2014-10-09 |
| JP2014527200A5 JP2014527200A5 (enExample) | 2015-08-20 |
| JP6101693B2 true JP6101693B2 (ja) | 2017-03-22 |
Family
ID=47669161
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014525053A Active JP6101693B2 (ja) | 2011-08-10 | 2012-08-01 | フォトレジスト洗浄溶液用のパーフルオロアルキルスルホンアミド界面活性剤 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US9551936B2 (enExample) |
| EP (1) | EP2742523B1 (enExample) |
| JP (1) | JP6101693B2 (enExample) |
| KR (1) | KR102000800B1 (enExample) |
| CN (1) | CN103717706B (enExample) |
| TW (1) | TWI542951B (enExample) |
| WO (1) | WO2013022673A2 (enExample) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104955854B (zh) | 2013-01-29 | 2017-09-05 | 3M创新有限公司 | 表面活性剂及其制备和使用方法 |
| KR101530606B1 (ko) * | 2014-03-18 | 2015-07-01 | 주식회사 스노젠 | 인산 및 황산계 과불소화알킬 에스테르 계면 활성제와 이를 함유하는 크롬 식각액 및 저온 공정용 소핑제 |
| CN106715485B (zh) | 2014-09-11 | 2019-11-12 | 3M创新有限公司 | 包含氟化表面活性剂的组合物 |
| JP7039865B2 (ja) * | 2017-05-26 | 2022-03-23 | 大日本印刷株式会社 | パターン形成方法、凹凸構造体の製造方法、レプリカモールドの製造方法、レジストパターン改質装置及びパターン形成システム |
| WO2019105889A1 (en) | 2017-11-28 | 2019-06-06 | Basf Se | Composition comprising a primary and a secondary surfactant, for cleaning or rinsing a product |
| US11762297B2 (en) * | 2019-04-09 | 2023-09-19 | Tokyo Electron Limited | Point-of-use blending of rinse solutions to mitigate pattern collapse |
| CN114788527B (zh) * | 2022-05-10 | 2024-03-01 | 广西产研院生物制造技术研究所有限公司 | 一种碘酸混合溶液消毒剂、制备方法及其在生猪圈舍消毒中的应用 |
Family Cites Families (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2567011A (en) | 1949-01-10 | 1951-09-04 | Minnesota Mining & Mfg | Fluorocarbon acids and derivatives |
| DE2024909B2 (de) | 1970-05-22 | 1977-09-29 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung von n-hydroxyalkyl-perfluoralkansulfonamiden und einige n,n-bis-(hydroxyalkyl)-perfluor-alkansulfonamide |
| US4089804A (en) | 1976-12-30 | 1978-05-16 | Ciba-Geigy Corporation | Method of improving fluorinated surfactants |
| DE2921142A1 (de) | 1979-05-25 | 1980-12-11 | Bayer Ag | Verwendung von perfluoralkansulfonamid- salzen als tenside |
| JP3217116B2 (ja) * | 1992-03-06 | 2001-10-09 | 日産化学工業株式会社 | 低表面張力洗浄用組成物 |
| DE60021459T2 (de) * | 1999-03-25 | 2006-04-20 | Dainippon Ink And Chemicals, Inc. | Flachdruckplatte und Bebilderungsverfahren |
| JP4075275B2 (ja) * | 1999-03-25 | 2008-04-16 | 大日本インキ化学工業株式会社 | 感光性組成物、印刷版原版及び画像形成方法 |
| US20040029395A1 (en) | 2002-08-12 | 2004-02-12 | Peng Zhang | Process solutions containing acetylenic diol surfactants |
| EP2082995B1 (en) * | 1999-10-27 | 2012-08-08 | 3M Innovative Properties Company | Method of reducing the surface tension, of forming a stable foam and to increase the wetting of a coating |
| US7169323B2 (en) * | 2002-11-08 | 2007-01-30 | 3M Innovative Properties Company | Fluorinated surfactants for buffered acid etch solutions |
| US6890452B2 (en) | 2002-11-08 | 2005-05-10 | 3M Innovative Properties Company | Fluorinated surfactants for aqueous acid etch solutions |
| JP4493393B2 (ja) | 2004-04-23 | 2010-06-30 | 東京応化工業株式会社 | リソグラフィー用リンス液 |
| JP4767829B2 (ja) | 2006-01-11 | 2011-09-07 | 東京応化工業株式会社 | リソグラフィー用洗浄剤及びそれを用いたレジストパターン形成方法 |
| JP2007219009A (ja) * | 2006-02-14 | 2007-08-30 | Az Electronic Materials Kk | レジスト基板用処理液とそれを用いたレジスト基板の処理方法 |
| US20080299487A1 (en) * | 2007-05-31 | 2008-12-04 | Taiwan Semiconductor Manufacturing Company, Ltd. | Lithography material and lithography process |
| US20080280230A1 (en) * | 2007-05-10 | 2008-11-13 | Taiwan Semiconductor Manufacturing Company, Ltd. | Photolithography process including a chemical rinse |
| JP5089422B2 (ja) * | 2008-02-15 | 2012-12-05 | 岡本化学工業株式会社 | 感光性組成物およびそれを用いた平版印刷版用原版 |
| US20100160458A1 (en) | 2008-12-23 | 2010-06-24 | 3M Innovative Properties Company | Method of making a composition and aqueous composition preparable thereby |
| US20100155657A1 (en) | 2008-12-23 | 2010-06-24 | 3M Innovative Properties Company | Aqueous composition containing fluorinated sulfonamide and sulfonamidate compounds |
| JP5624753B2 (ja) * | 2009-03-31 | 2014-11-12 | 東京応化工業株式会社 | リソグラフィー用洗浄液及びこれを用いたレジストパターンの形成方法 |
-
2012
- 2012-08-01 WO PCT/US2012/049158 patent/WO2013022673A2/en not_active Ceased
- 2012-08-01 CN CN201280038836.XA patent/CN103717706B/zh active Active
- 2012-08-01 EP EP12822787.3A patent/EP2742523B1/en active Active
- 2012-08-01 US US14/237,193 patent/US9551936B2/en active Active
- 2012-08-01 JP JP2014525053A patent/JP6101693B2/ja active Active
- 2012-08-01 KR KR1020147005930A patent/KR102000800B1/ko active Active
- 2012-08-09 TW TW101128804A patent/TWI542951B/zh active
Also Published As
| Publication number | Publication date |
|---|---|
| EP2742523A4 (en) | 2015-01-21 |
| WO2013022673A3 (en) | 2013-06-06 |
| KR102000800B1 (ko) | 2019-07-16 |
| CN103717706B (zh) | 2015-09-23 |
| WO2013022673A2 (en) | 2013-02-14 |
| JP2014527200A (ja) | 2014-10-09 |
| US9551936B2 (en) | 2017-01-24 |
| TW201314373A (zh) | 2013-04-01 |
| CN103717706A (zh) | 2014-04-09 |
| US20140154632A1 (en) | 2014-06-05 |
| EP2742523A2 (en) | 2014-06-18 |
| EP2742523B1 (en) | 2020-09-23 |
| KR20140052010A (ko) | 2014-05-02 |
| TWI542951B (zh) | 2016-07-21 |
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