JP4469854B2 - フォトレジスト、フォトレジスト副生成物及びエッチング残渣を除去するのに好適な組成物、並びに、その使用 - Google Patents
フォトレジスト、フォトレジスト副生成物及びエッチング残渣を除去するのに好適な組成物、並びに、その使用 Download PDFInfo
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- JP4469854B2 JP4469854B2 JP2006533352A JP2006533352A JP4469854B2 JP 4469854 B2 JP4469854 B2 JP 4469854B2 JP 2006533352 A JP2006533352 A JP 2006533352A JP 2006533352 A JP2006533352 A JP 2006533352A JP 4469854 B2 JP4469854 B2 JP 4469854B2
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- 125000002947 alkylene group Chemical group 0.000 description 1
- 125000005282 allenyl group Chemical group 0.000 description 1
- 229910045601 alloy Inorganic materials 0.000 description 1
- 239000000956 alloy Substances 0.000 description 1
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 125000004103 aminoalkyl group Chemical group 0.000 description 1
- IMUDHTPIFIBORV-UHFFFAOYSA-N aminoethylpiperazine Chemical compound NCCN1CCNCC1 IMUDHTPIFIBORV-UHFFFAOYSA-N 0.000 description 1
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 1
- 125000001691 aryl alkyl amino group Chemical group 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- IVRMZWNICZWHMI-UHFFFAOYSA-N azide group Chemical group [N-]=[N+]=[N-] IVRMZWNICZWHMI-UHFFFAOYSA-N 0.000 description 1
- 125000005335 azido alkyl group Chemical group 0.000 description 1
- BAAPKTVJWDXSTH-UHFFFAOYSA-N benzene-1,2,3-tricarboxylic acid phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O.OC(=O)C1=CC=CC(C(O)=O)=C1C(O)=O BAAPKTVJWDXSTH-UHFFFAOYSA-N 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 1
- 239000012964 benzotriazole Substances 0.000 description 1
- 229940114055 beta-resorcylic acid Drugs 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- DLDJFQGPPSQZKI-UHFFFAOYSA-N but-2-yne-1,4-diol Chemical compound OCC#CCO DLDJFQGPPSQZKI-UHFFFAOYSA-N 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 description 1
- 125000001951 carbamoylamino group Chemical group C(N)(=O)N* 0.000 description 1
- 125000004181 carboxyalkyl group Chemical group 0.000 description 1
- 235000015165 citric acid Nutrition 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 229930003836 cresol Natural products 0.000 description 1
- 125000004093 cyano group Chemical group *C#N 0.000 description 1
- 125000000000 cycloalkoxy group Chemical group 0.000 description 1
- 125000006310 cycloalkyl amino group Chemical group 0.000 description 1
- 125000005366 cycloalkylthio group Chemical group 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 125000004663 dialkyl amino group Chemical group 0.000 description 1
- 239000003989 dielectric material Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 229910052733 gallium Inorganic materials 0.000 description 1
- 229940083124 ganglion-blocking antiadrenergic secondary and tertiary amines Drugs 0.000 description 1
- 125000004476 heterocycloamino group Chemical group 0.000 description 1
- 125000004470 heterocyclooxy group Chemical group 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical compound C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 239000012774 insulation material Substances 0.000 description 1
- 238000005468 ion implantation Methods 0.000 description 1
- ZLTPDFXIESTBQG-UHFFFAOYSA-N isothiazole Chemical compound C=1C=NSC=1 ZLTPDFXIESTBQG-UHFFFAOYSA-N 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 239000001630 malic acid Substances 0.000 description 1
- 235000011090 malic acid Nutrition 0.000 description 1
- 230000000873 masking effect Effects 0.000 description 1
- QXLPXWSKPNOQLE-UHFFFAOYSA-N methylpentynol Chemical compound CCC(C)(O)C#C QXLPXWSKPNOQLE-UHFFFAOYSA-N 0.000 description 1
- 125000002911 monocyclic heterocycle group Chemical group 0.000 description 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 229920003986 novolac Polymers 0.000 description 1
- 239000005416 organic matter Substances 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 230000000149 penetrating effect Effects 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- USPWKWBDZOARPV-UHFFFAOYSA-N pyrazolidine Chemical compound C1CNNC1 USPWKWBDZOARPV-UHFFFAOYSA-N 0.000 description 1
- DNXIASIHZYFFRO-UHFFFAOYSA-N pyrazoline Chemical compound C1CN=NC1 DNXIASIHZYFFRO-UHFFFAOYSA-N 0.000 description 1
- 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 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 239000004065 semiconductor Substances 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- HQVNEWCFYHHQES-UHFFFAOYSA-N silicon nitride Chemical compound N12[Si]34N5[Si]62N3[Si]51N64 HQVNEWCFYHHQES-UHFFFAOYSA-N 0.000 description 1
- 238000007655 standard test method Methods 0.000 description 1
- 229940124530 sulfonamide Drugs 0.000 description 1
- 150000003456 sulfonamides Chemical class 0.000 description 1
- 229910052715 tantalum Inorganic materials 0.000 description 1
- GUVRBAGPIYLISA-UHFFFAOYSA-N tantalum atom Chemical compound [Ta] GUVRBAGPIYLISA-UHFFFAOYSA-N 0.000 description 1
- MZLGASXMSKOWSE-UHFFFAOYSA-N tantalum nitride Chemical compound [Ta]#N MZLGASXMSKOWSE-UHFFFAOYSA-N 0.000 description 1
- 125000003396 thiol group Chemical group [H]S* 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- 239000011135 tin Substances 0.000 description 1
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- 125000002256 xylenyl group Chemical class C1(C(C=CC=C1)C)(C)* 0.000 description 1
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- 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
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Description
本発明は、組成物に同時に曝露される可能性のある金属を侵食することなく、基板からフォトレジスト、フォトレジスト副生成物、フォトレジスト残渣及び/又はエッチング残渣を選択的に除去することができる組成物を提供するものである。さらに、本発明は、金属のエッチング速度を最小限にする組成物を提供するものである。
a)約25重量%〜75重量%の、式:NR1R2R3
(式中、R1、R2及びR3は、それぞれ独立に、H、脂肪族基、エーテル基、アルキルモノアミン、アルキルジアミン、アルキルトリアミン並びにN、O及びSからなる群から選択される少なくとも1つのヘテロ原子を環内にさらに含んでいてもよいN原子含有複素環基からなる群から選択される基である。)によって表わされる少なくとも1つのアミンか、
又は、式:[NR4,R5,R6,R7]−OH
(式中、R4、R5、R6及びR7は、それぞれ独立に、アルキル基である)
によって表わされる少なくとも1つの四級アンモニウム化合物と、
b)約10〜約25重量%のヒドロキシルアミンと、
c)約0〜約32重量%の有機希釈剤と
d)約10〜約30重量%の水と
を含み、pH値が7より大きい組成物に関する。
図1は、側壁にポリマーが付着した金属の、清浄化前のSEM図である。
(式中、R1、R2及びR3は、それぞれ独立に、H、脂肪族基、エーテル基、アルキルモノアミノ基、アルキルジアミノ基、アルキルトリアミノ基並びにN、O及びSからなる群から選択される少なくとも1つのヘテロ原子をさらに含んでいてもよいN原子含有複素環基からなる群から選択される基である。)によって表わされる少なくとも1つのアミンか、
又は、式:[NR4,R5,R6,R7]−OH
(式中、R4、R5、R6及びR7はそれぞれ独立にアルキル基である)
によって表わされる少なくとも1つの四級アンモニウム化合物
を含有するものである。
(式中、nは1〜20、好ましくは1〜4の整数である。mは1〜20、好ましくは1〜4の整数である。またR11、R12及びR13は、それぞれ独立にH、アルキル基、アリール基又はアルコキシ基である。)
基板上にフォトレジストを塗布することにより、フォトレジスト層を形成する工程、
塗布されたフォトレジスト層を、マスクパターンを通して露光し、露光後のフォトレジスト層を、通常の方法で現像することによりフォトレジストパターンを形成する工程;
フォトレジストパターンを介して公知の手順により基板をエッチングする工程、
必要に応じて灰化(アッシング)又はイオン注入等の別の変性処理を行う工程、
及び浸漬などの適当な手段により、本発明のレジスト組成物を備えた基板と接触させる工程、
を含むことができる。
成分 配合
プロピレングリコール 20.00%
アミノプロピルモルホリン(APM) 39.20%
ヒドロキシルアミン(50%) 36.10%
カテコール 4.70%
成分 配合
プロピレングリコール 20.00%
アミノプロピルモルホリン(APM) 36.50%
ヒドロキシルアミン(50%) 32.00%
水 10.00%
没食子酸 1.50%
成分 配合
トリ−プロピレングリコールモノメチルエーテル
(t−PGME) 20.00%
アミノプロピルモルホリン(APM) 36.50%
ヒドロキシルアミン(50%) 32.00%
水 10.00%
没食子酸 1.50%
成分 配合
1,4−ブタンジオール 29.60%
アミノプロピルモルホリン(APM) 29.60%
ヒドロキシルアミン(50%) 36.10%
カテコール 4.70%
成分 配合
Dowanol DB 29.60%
アミノプロピルモルホリン(APM) 29.60%
ヒドロキシルアミン(50%) 36.10%
カテコール 4.70%
成分 配合
プロピレングリコールプロピルエーテル(PGPE) 20.00%
アミノプロピルモルホリン 39.20%
ヒドロキシルアミン(50%) 36.10%
カテコール 4.70%
成分 配合
プロピレングリコール 20.00%
アミノプロピルモルホリン(APM) 35.00%
ヒドロキシルアミン(50%) 32.00%
水 10.00%
ピロガロール 3.00%
成分 配合
プロピレングリコール 28.00%
アミノプロピルモルホリン(APM) 28.00%
ヒドロキシルアミン(50%) 31.00%
水 9.00%
没食子酸 2.00%
カテコール 2.00%
成分 組成比
プロピレングリコール 28.50%
アミノエチルピペリジン 28.50%
ヒドロキシルアミン(50%) 31.00%
水 8.00%
4−メチルカテコール 4.00%
成分 組成比
プロピレングリコール 28.00%
ジエチレントリアミン 28.00%
ヒドロキシルアミン(50%) 31.00%
水 8.00%
没食子酸 2.50%
カテコール 2.50%
アルミニウムとチタンのエッチング速度の結果を以下に示す。
Claims (14)
- アルカノールアミンを含有していない組成物であって、前記組成物は、
a)25重量%〜75重量%の、アミノアルキルモルホリン及び/又はアミノアルキルピペラジンと、
b)10〜25重量%のヒドロキシルアミンと、
c)0〜32重量%の有機希釈剤と
d)10〜30重量%の水と
e)1〜25重量%の腐食防止剤と
を含み、pH値が7より大きい組成物。 - a)成分がアミノアルキルモルホリンを含有する請求項1記載の組成物。
- a)成分がアミノプロピルモルホリンを含有する請求項1記載の組成物。
- 前記有機希釈剤が水混和性アルコールを含有する請求項1記載の組成物。
- 前記アルコールが、下記式
R11−(CHOH) n−R12;
R11 −(CHOH)n−R12−(CH2OH)m−R13;及び、
R11−(CHOH)n (CR12OH)mR13
(式中、
nは1〜20の整数であり、
mは1〜20の整数であり、
またR11、R12及びR13は、それぞれ独立に、H、アルキル基、アリール基又はアルコキシ基である。)
のうちの少なくとも1つによって表わされるアルコールである請求項4記載の組成物。 - 前記アルコールが、プロピレングリコール、トリプロピレングリコール=メチルエーテル、1,4−ブタンジオール、プロピレングリコール=プロピルエーテル、ジエチレングリコール=n−ブチルエーテル、及び、テトラヒドロフルフリルアルコールからなる群から選択される少なくとも一つである請求項4記載の組成物。
- 前記腐食防止剤が、カテコール、4−メチルカテコール、フマル酸、没食子酸及びピロガロールからなる群から選択される少なくとも一つである請求項1記載の組成物。
- pH値が7.5〜13である請求項1記載の組成物。
- エッチング後の残渣、残留フォトレジスト及びフォトレジスト副生成物からなる群から選択される少なくとも一つを表面上に有する基板と、アルカノールアミン類を含有していない組成物を接触させることからなり、
前記組成物は
a)25重量%〜75重量%の、アミノアルキルモルホリン及び/又はアミノアルキルピペラジンと、
b)10〜25重量%のヒドロキシルアミンと、
c)0〜32重量%の有機希釈剤と
d)10〜30重量%の水と
e)1〜25重量%の腐食防止剤と
を含み、pH値が7より大きい組成物である、
基板からエッチング後の残渣、残留フォトレジスト及び/又はフォトレジスト副生成物を除去する方法。 - フォトレジストを表面上に有する基板とアルカノールアミン類を含有していない組成物を接触させることからなり、
前記組成物は、
a)25重量%〜75重量%の、アミノアルキルモルホリン及び/又はアミノアルキルピペラジンと、
b)10〜25重量%のヒドロキシルアミンと、
c)0〜32重量%の有機希釈剤と
d)10〜30重量%の水と
e)1〜25重量%の腐食防止剤と
を含み、pH値が7より大きい組成物である、
基板からフォトレジストを除去する方法。 - 前記有機希釈剤は、ヘキシルオキシプロピルアミン、ポリ(オキシエチレン)ジアミン、及び、これらの混合物からなる群から選択される少なくとも一つである請求項1記載の組成物。
- アルカノールアミンを含有していない組成物であって、
a)アミノアルキルモルホリンを含む少なくとも1つのアミンと、
b)ヒドロキシルアミンと、
c)有機希釈剤と
d)水と
e)腐食防止剤と
を含み、pH値が7より大きい組成物。 - a)成分がアミノアルキルピペラジンを含有する請求項1記載の組成物。
- a)成分がさらにジエチレントリアミンを含有する請求項1記載の組成物。
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US10/443,867 US6951710B2 (en) | 2003-05-23 | 2003-05-23 | Compositions suitable for removing photoresist, photoresist byproducts and etching residue, and use thereof |
PCT/US2004/016270 WO2004107056A1 (en) | 2003-05-23 | 2004-05-24 | Compositions suitable for removing photoresist, photoresist byproducts and etching residue, and use thereof |
Publications (2)
Publication Number | Publication Date |
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JP2007531902A JP2007531902A (ja) | 2007-11-08 |
JP4469854B2 true JP4469854B2 (ja) | 2010-06-02 |
Family
ID=33450517
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JP2006533352A Expired - Fee Related JP4469854B2 (ja) | 2003-05-23 | 2004-05-24 | フォトレジスト、フォトレジスト副生成物及びエッチング残渣を除去するのに好適な組成物、並びに、その使用 |
Country Status (8)
Country | Link |
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US (1) | US6951710B2 (ja) |
EP (1) | EP1627259B1 (ja) |
JP (1) | JP4469854B2 (ja) |
KR (1) | KR101153692B1 (ja) |
CN (2) | CN1813223B (ja) |
MY (1) | MY137363A (ja) |
TW (1) | TWI322466B (ja) |
WO (1) | WO2004107056A1 (ja) |
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-
2003
- 2003-05-23 US US10/443,867 patent/US6951710B2/en not_active Expired - Lifetime
-
2004
- 2004-05-18 MY MYPI20041861A patent/MY137363A/en unknown
- 2004-05-20 TW TW093114257A patent/TWI322466B/zh not_active IP Right Cessation
- 2004-05-24 JP JP2006533352A patent/JP4469854B2/ja not_active Expired - Fee Related
- 2004-05-24 WO PCT/US2004/016270 patent/WO2004107056A1/en active Application Filing
- 2004-05-24 CN CN2004800184391A patent/CN1813223B/zh not_active Expired - Fee Related
- 2004-05-24 EP EP04753146.2A patent/EP1627259B1/en not_active Expired - Lifetime
- 2004-05-24 CN CN2010102517669A patent/CN101916052A/zh active Pending
- 2004-05-24 KR KR1020057022394A patent/KR101153692B1/ko active IP Right Grant
Also Published As
Publication number | Publication date |
---|---|
EP1627259A1 (en) | 2006-02-22 |
MY137363A (en) | 2009-01-30 |
EP1627259A4 (en) | 2009-04-01 |
TW200509237A (en) | 2005-03-01 |
TWI322466B (en) | 2010-03-21 |
CN101916052A (zh) | 2010-12-15 |
US20040234904A1 (en) | 2004-11-25 |
KR101153692B1 (ko) | 2012-06-18 |
WO2004107056A1 (en) | 2004-12-09 |
WO2004107056B1 (en) | 2005-02-17 |
CN1813223A (zh) | 2006-08-02 |
JP2007531902A (ja) | 2007-11-08 |
US6951710B2 (en) | 2005-10-04 |
EP1627259B1 (en) | 2015-07-01 |
KR20060014059A (ko) | 2006-02-14 |
CN1813223B (zh) | 2010-10-06 |
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