TW200925268A - Fluoride-containing photoresist stripper or residue removing cleaning compositions containing conjugate oligomeric or polymeric material of alpha-hydroxycarbonyl compound/amine or ammonia reaction - Google Patents
Fluoride-containing photoresist stripper or residue removing cleaning compositions containing conjugate oligomeric or polymeric material of alpha-hydroxycarbonyl compound/amine or ammonia reaction Download PDFInfo
- Publication number
- TW200925268A TW200925268A TW097103555A TW97103555A TW200925268A TW 200925268 A TW200925268 A TW 200925268A TW 097103555 A TW097103555 A TW 097103555A TW 97103555 A TW97103555 A TW 97103555A TW 200925268 A TW200925268 A TW 200925268A
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- Prior art keywords
- composition
- compound
- group
- amine
- hydroxycarbonyl
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
- C11D7/02—Inorganic compounds
- C11D7/04—Water-soluble compounds
- C11D7/10—Salts
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/62—Quaternary ammonium compounds
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/0073—Anticorrosion compositions
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/37—Polymers
- C11D3/3703—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C11D3/3723—Polyamines or polyalkyleneimines
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
- C11D7/22—Organic compounds
- C11D7/26—Organic compounds containing oxygen
- C11D7/261—Alcohols; Phenols
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
- C11D7/22—Organic compounds
- C11D7/26—Organic compounds containing oxygen
- C11D7/264—Aldehydes; Ketones; Acetals or ketals
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
- C11D7/22—Organic compounds
- C11D7/32—Organic compounds containing nitrogen
- C11D7/3218—Alkanolamines or alkanolimines
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
- C11D7/50—Solvents
- C11D7/5004—Organic solvents
- C11D7/5009—Organic solvents containing phosphorus, sulfur or silicon, e.g. dimethylsulfoxide
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- G03F7/423—Stripping or agents therefor using liquids only containing mineral acids or salts thereof, containing mineral oxidizing substances, e.g. peroxy compounds
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Description
200925268 九、發明說明: 【發明所屬之技術領域】 ❹ 本發明係關於適用於自微電子裝置移除光阻、污染物或 電讓或姓刻殘留物之組合物,該等組合物提供良好腐_ 腐蝕抑制作用或抵抗性,同時保持清洗效率。詳言之,本 發明提供水性或半水性、高度驗性、含氣化物之清洗植入 物,該組合物令存在基幾基化合物之"栋色"寡聚或: 合共轆材料,尤其單醣之”椋色”募聚或聚合共輛材料。本 發明亦提供採用該等組合物清洗微電子基板及裝置之方 法。 【先前技術】 半導體裝置係由以下步㈣造:以光阻塗佈無機基板; 藉由曝露於光且隨後顯影使光阻媒圖案化;制圖案化光 阻膜作為遮罩㈣無機基板之曝露區形成精密電路;及自 無機基板移除圖案化光阻膜。或者,在以與上文相同之方 式形成精密電路後,使圖案化光阻膜灰化,且接著自無機 基板移除剩餘抗蝕劑殘留物。 已提出許多以鹼性為主之清洗組合物來自該等微電子裝 置清洗光阻及殘㈣。然而,在清洗該等微電子裝置過程 中所遇到的-個顯著問題為該等清洗組合物具有腐钱該等 微電子裝置中之金屬(尤其銅)之傾向。然而,已觀測到目 前可獲得之剝離劑溶液(一般為鹼性剝離劑溶液)至少部分 由於金屬與鹼性剝離劑之反應而產生各種類型之金屬腐 蝕,諸如腐蝕鬚晶、電化腐蝕、金屬線之坑洞或凹口。 128376.doc 200925268 用於避免此腐蝕問題之先前方法採用以非鹼性有機溶劑 (諸如異丙醇)進行中間沖洗。然而,該等方法成本高且具 有非所要之安全性、化學衛生問題及環境影響。 在美國專利6,465,403中,揭示適於在微電子工業中用於 藉由移除光阻殘留物及其他非所要污染物來剝離或清洗半 導體晶圓基板的水性鹼性組合物。該等水性組合物通常包 含(a)足以產生約10-132PH值之量的一或多種無金屬離子 之鹼’·(b)約0·01重量%至約5重量%(表示為Si〇2%)之水溶 性無金屬離子之矽酸鹽;(勾約〇 〇1重量%至約1〇重量%之 一或多種金屬螯合劑及(d)視情況之其他成份。 然而,先前技術中未揭示有效移除典型蝕刻製程後剩餘 的所有有機污染物及含金屬殘留物之組合物。含矽殘留物 尤其難以使用此等調配物移除。因此, 需要藉由自基板移
(2)不需要中間沖洗; 效的;及 (3)對於富含Si之殘留物清洗而言為有 128376.doc 200925268 (4)基本上不損害ILD。 【發明内容】 根據本發明提供水性或半水性含氟化物之微電子清洗組 合物或調配物,其含有(a)至少一種提供氟離子之氟化合 物,(b)至少一種”棕色"心羥基羰基共軛物,其為α_羥基羰 基化合物與胺或銨化合物之募聚或聚合共軛物及(C)水。 Ct-羥基羰基化合物具有通式rich(〇h)c〇r2,其中…及汉2 係獨立地選自H、脂族基或環狀基團,該等脂族基或環狀 基團可包含一或多個取代基。該等取代基包括(但不限於) 選自以下基團之基團:芳族基、雜芳族基、羥基(_〇H 基)、醚基(-C-O-C)、醯胺基(-C(O)NH)、亞颯基(_c_s(〇)_ C)、胺(-NR3R4)(其中R3及R4為Η或具有1至10個碳原子之 烷基)及酮基(-C(O))。在通式11丨(:11(011)(:0112之α-羥基羰 基化合物中’R1及R2較佳為選自Η及焼基之基團,更佳 為選自Η、CH3及(CH2)nCH3之基團,其中η為〇至20之整 數,較佳為1至10之整數且更佳為1至6之整數。合適α_ 羥基羰基化合物之一些實例包括(但不限於)1 _羥基_2_丙 酮(CH3COCH2OH) CAS#119-09-6、1,3-二羥基丙綱 (HOCH2COCH2OH) CAS#62147_49-3及單醣,尤其包括符 合上文通用結構之葡萄糖、果糖或半乳糖。已知胺與α—經 基羰基化合物之反應首先藉由胺在羰基碳上親核加成而發 生,接著經由梅納反應(Maillard reaction)而繼續進行 (Yaylayan, V. A. ; Harty-Majors, S. ; Ismail, A. A. ; J. Agric. Food Chem. 1999,47,2335-2340)。梅納反應實際上 128376.doc 200925268 為一系列複雜反應且其細節可見於Dills,W. L ; Am. J. Clin. Nutr· 1993,58, 779S-787S。 本發明之清洗組合物可視情況包含其他成份,諸如(d) 至少一種極性、可與水混溶之有機溶劑。組合物之pH值可 為酸性至鹼性pH值之任何合適pH值。在本發明組合物之 一實施例中,組合物亦可包含(e)足以產生pH值為7或更 高,較佳pH值為約9.5至約1 0.8之最終組合物之量的至少 一種無金屬離子之鹼。本發明組合物亦可包括一者或多者 之(f)多元醇及(g)界面活性劑。本發明組合物中所採用之α_ 輕基Ik基化合物之棕色募聚或聚合共輕物為在約3〇〇至330 nm處具有吸收峰,吸收峰在約600至800 nm之波長處開始 的寡聚或聚合共軛物。此等棕色募聚或聚合共軛物可由已 知之梅納反應 ”-L.C. Maillard,Compi. 154,66 (1912) ; ZCMm. 9, 5, 258 (1916)形成。本發明組合物 中所用之為α-羥基羰基化合物與胺或銨化合物之寡聚或聚 合共軛物的"棕色"共軛物與為α_羥基羰基化合物與胺或銨 化合物之反應產物寡聚或聚合共輛物的心經基幾基化合物 之僅”黃色”共軛物的區別在於”黃色"α_羥基羰基共軛物在 本發明調配物中不起作用,因為該等包含"黃色"α_羥基羰 基共軛物之調配物不提供適當Cu蝕刻速率保護。"黃色"α_ 羥基羰基共軛物為α-羥基羰基化合物與胺或銨化合物之反 應產物,其在約300至330 nm處具有吸收峰,然而該吸收 峰在約500至580 nm處開始。 使本發明之清洗組合物與半導體裝置在足以自基板表面 128376.doc 200925268 清洗非所要污染物及/或殘留物之溫度下接觸足以自某板 表面清洗非所要污染物及/或殘留物之時間。本發明2 物k供增強之财韻性(尤其銅财钱性)及改良之清,先效率 【實施方式】 ' ° . 本發明之清洗組合物含有中性至鹼性、水性或半水性清 洗調配物,其含有:(a)至少一種提供氟離子之氟化合物, (b)至少一種為α_羥基羰基化合物與胺或錢化合物之寡聚戋 ❹ 聚合共軛物的”棕色"α-羥基羰基共軛物,及(c)水。該等調 配物亦可含有其他可選組份,包括(但不限於)(句至少一種 極性、可與水混溶之有機溶劑,足以製造口只值為7或更 高’較佳pH值為約9.5至約10.8之最終組合物之量的至少 一種無金屬離子之鹼(當需要鹼性清洗組合物時),及一者 或多者之(f)多元醇及(g)界面活性劑。 本發明組合物中所用之"標色"α_經基幾基共耗物為α·經 基羰基化合物舆胺或銨化合物之募聚或聚合共軛物且在 Q 約300至330 nm處具有吸收峰,該吸收峰在約6〇〇至8〇〇 nm 之波長處開始。該等棕色寡聚或聚合共軛物係根據已知程 序製備,諸如藉由先前提及之|,梅納反應”製備。然而,可 採用獲得棕色α_經基幾基共扼物之任何合適方式。此 外,該等棕色"α-羥基羰基共軛物可以(例如)深色糖蜜形 式使用。羥基羰基化合物與含胺或氨之化合物的反應可 使用化學計量比率之α_羥基羰基化合物與胺或氨化合物 (、’、勺1.1至約16:1)以1莫耳α_羥基羰基化合物與丨莫耳胺或氨 化合物之反應為基礎進行。然而,比率較佳為丨:丨,因為 128376.doc •10- 200925268 存在較少之與α-羥基幾基化合物反應之胺或氨化合物導致 反應產物的銅腐蝕抑制能力減小。過量之含胺或氨之化合 物並不對清洗組合物之銅腐蝕抑制特性有任何顯著影響。 儘管反應可在寬廣範圍之時間及溫度下進行,但反應較佳 係藉由將α-羥基羰基化合物與胺或氨化合物加熱至約7〇艽 或更高溫度歷時約3小時或更長時間而進行。可採用任何 合適時間及溫度’只要所得寡聚或聚合共軛物反應產物為 ’’棕色"產物,亦即在約300至33〇 nm處具有吸收峰且彼峰 在約600至800 nm處開始的產物。一般而言,較佳用於本 發明之棕色α-羥基羰基共軛物的特徵為具有約〇 5 eV或更 低之低能帶隙。 棕色α-羥基羰基共軛物可由任何合適心羥基羰基化合物 與胺或氨化合物之反應獲得。合適α_羥基羰基化合物包括 (但不限於)1-羥基_2_丙酮、CHsCOCHzOH及1,3-二經基丙 _、HOCH2COCH2〇H,及所有單醣,包括阿拉伯糖 (arabinose)、來蘇糖(lyX0Se)、核糖、去氧核糖、木糖、核 酮糖、木酮糖、阿洛糖(allose)、阿卓糖(ahr〇se)、半乳 糖、葡萄糖、古洛糖(gulose)、艾杜糖(id〇se) '甘露糖、 果糖、阿洛酮糖、山梨糖、塔格糖(tagat〇se)、甘露庚酮 糖、景天庚酮糖、辛酮糖(octulose)、2-_基-3-去氧-甘露-辛酸酯及唾液糖(sialose)。尤其較佳為果糖。本發明不可 用雙醣。 任何合適的含胺或氨之化合物可與本發明之α_經基羰基 化合物反應產生α-羥基羰基化合物與胺或銨化合物之棕色 128376.doc 200925268 募聚或聚合共軛物。合適胺為胺、二胺、三胺、烷醇胺' 胺基馱’尤其第一胺及第二胺及烷醇胺。尤其適用為式 NH2(CH2)n〇H之烷醇胺,其中11為1至約1〇,較佳1至約4之 正數,且尤其為2。氨與上文所述之胺同樣適用。合適胺 ,合物包括(但不限於)單乙醇胺、二乙醇胺、三乙醇胺、 . 單異丙醇胺、二伸乙基三胺、胺基乙酸。尤其較佳為單乙 醇胺。較佳棕色α_羥基羰基化合物係由果糖與單乙醇胺之 反應獲得。 任何合適之提供氟離子之氟化合物可用於本發明組合物 中合適氟化合物包括HF、氟化銨、氟化四烷基銨(尤其 為烷基包含1至4個碳原子之氟化四烷基銨)、氟化鹽(諸如 氟化銨)。尤其適用之氟化合物中,可提及氟化四甲基 銨、氟化四丁基銨及氟化銨,較佳為氟化銨。 本發明β洗組合物中之氟化合物之量一般將在約〇 〇〇〇工 至約10重量%範圍内,較佳約〇 〇1至約5重量%範圍内,且 〇 更佳約〇.5至約1重量%範圍内。"棕色”募聚或聚合(X-羥基 羰基化合物一般將以約〇. 1至約20重量。/。,較佳約i至約1〇 重量/〇,且更佳約3至約7重量%之量存在於本發明清洗組 合物中。水將以約10至約99.9重量%,較佳約60至約99重 量/〇且更佳約85至約96.5重量%之量存在於本發明組合 中 所有百分比係以清洗組合物之總重量計。 清洗組合物之PH值將為酸性或鹼性,但較佳將為7或更 高,較佳為約pH 7至約pH 1〇 8,更佳為約pH 9 5至約pH 1〇·8。若需要調整組合物2pH值,則可視情況向清洗組合 128376.doc -12- 200925268 物中添加無金層離子之驗。可採用任何合適的無金属離子 之驗。可用於清洗組合物令之合適的無金屬離子之驗可為 氨氧化第四銨’諸如氫氧化四烷基銨(包括含羥基之烷基 及含烧氧基之烧基,其在燒基或貌氧基中—般具有…個 碳原子)。此等鹼性材料中最佳者為氫氧化四甲基銨及氫 氧化三甲基-2·經基乙基録(膽驗其他可用的氫氧化第四 銨之實例包括:氫氧化4基领基丙基錢、氫氧化三甲 基-3-經基丁基敍、氫氧化三甲基·4_經基丁基銨、氯氧化 ,乙基-2-羥基乙基銨、氫氧化三丙基_2_經基乙基銨、氫 氧化三丁基-2-羥基乙基銨、氫氧化二甲基乙基_2_羥基乙 基敍、氫氧化二甲基二(2·經基乙基)敍、氣氧化單甲基三 (2-經基乙基)錢、氫氧化四乙基銨、氫氧化四丙基敍、氫 氧化四丁基錢、氫氧化單甲基·三乙基敍、氫氧化單甲基 三丙基銨、氫氧化單曱基三丁基銨、氫氧化單乙基三甲基 錢、氫氧化單乙基三丁基錄、氫氧化二甲基二乙基録、氫 氧化一曱基一丁基敍及其類似物及其混合物。將在本發明 中起作用之其他鹼包括氫氧化銨;有機胺,尤其烷醇胺, 諸如2-胺基乙醇、丨_胺基_2_丙醇、丨_胺基_3_丙醇、2_(2_胺 基乙氧基)乙醇、2-(2-胺基乙基胺基)乙醇、2_(2_胺基乙基 胺基)乙基胺及其類似物;及其他有機強鹼,諸如胍、丨,3_ 戊二胺、4-胺基甲基―^-辛二胺、胺基乙基哌嗪、4_(3_胺 基丙基)嗎啉、1,2-二胺基環己烷、參(2_胺基乙基)胺、2_ 甲基-1,5-戊二胺及羥基胺。組合物中所用之該等鹼之量將 為賦予組合物所要pH值之量,且一般將為約〇至約15重量 128376.doc -13- 200925268 %,較佳約0.5至約5重量%之量,且更佳為約i至約2重量0/〇 之量。 本發明調配物可為以水性為主,但亦可為半水性。亦 即,調配物可視情況包含至少一種極性、可與水混溶之有 機溶劑。調配物中可採用任何合適極性、可與水混溶之有 . 機溶劑。該等合適極性、可與水混溶之有機溶劑包括(但 不限於)醯胺、砜、亞颯、飽和醇及其類似物。該等有機 0 極丨生;谷劑包括(但不限於)有機極性溶劑,諸如環丁;E風(四氫 噻吩-1,1-二氧化物)、3_甲基環丁砜、正丙基砜、二甲亞 石風(DMSO)、甲石風、正丁颯、3_甲基環丁硬、酿胺(諸如卜 (2-羥基乙基)_2-吡咯啶(HEp)、二甲基哌啶酮(DMpD)、N-甲基-2-吡咯啶酮(NMp)、二甲基乙醯胺(DMAc)及二甲基 曱酿胺(DMF))及其混合物。尤其較佳之有機極性溶劑為N_ 甲基吡咯啶酮、環丁砜及DMS〇。若存在,則極性、可與 水混溶之有機溶劑一般將以約〇以上至約5〇重量%,較佳 〇 約5至約30重量%,且更佳約10至約20重量%之量採用。 本發明之調配物亦可視情況包含任何合適之多元醇組 份。該等合適之多元醇包括(但不限於)山梨糖醇、木糖 醇、甘油、乙二醇、丁_丨,4_二醇。較佳地,所採用之多元 醇較佳為D-山梨糖醇β若存在,則組合物中所存在之多元 醇之量可在約〇以上至約丨〇重量%,較佳約〇以上至約7重 量%,且更佳約0以上至約5重量%之範圍内。 本發明之調配物亦可包含對清洗組合物之效力無害的可 選成份,諸如界面活性劑。本發明組合物亦可包含任何合 128376.doc -14· 200925268 適之水溶性兩性、非離子、陽離子或陰離子界面活性劑。 界面活性劑之添加將減小調配物之表面張力且改良待清洗 表面之濕潤性,且因此改良組合物之清洗作用。適用於本 發明組合物之兩性界面活性劑包括甜菜鹼及磺基甜菜鹼, 諸如烷基甜菜鹼、醢胺基烷基甜菜鹼、烷基磺基甜菜鹼及 醯胺基烷基磺基甜菜鹼;胺基羧酸衍生物,諸如兩性甘胺 酸酯、兩性丙酸酯、兩性二甘胺酸酯及兩性二丙酸酯丨亞 ❹ 胺基二酸’諸如烷氧基烷基亞胺基二酸;胺氧化物,諸如 烷基胺氧化物及烷基醯胺基烷基胺氧化物;磺酸氟烷酯及 氟化烷基兩性界面活性劑;及其混合物。較佳地兩性界 面活性劑為椰油酿胺丙基甜菜鹼、可可醯胺基丙基二甲基 甜菜驗、可可醯胺基丙基羥基磺基甜菜鹼(suhaine)、辛醯 基兩性二丙酸酯、可可醯胺基二丙酸酯、可可兩性丙酸 酯、可可兩性羥基乙基丙酸酯、異癸氧基丙基亞胺基二丙 酸、月桂基亞胺基二丙酸酯、可可醯胺基丙基胺氧化物及 ❹ 可可胺氧化物及氟化烷基兩性界面活性劑。適用於本發明 組合物之非離子界面活性劑包括炔二醇、乙氧基化炔二 醇、氟化烷基烷氧基化物、氟化烷基酯、氟化聚氧伸乙基 烷醇、多元醇之脂族酸酯、聚氧伸乙基單烷基醚、聚氧伸 - 乙基二醇、矽氧烷型界面活性劑及烷二醇單烷基醚。較佳 地’非離子界面活性劑為炔二醇或乙氧基化炔二醇。適用 於本發明組合物之陰離子界面活性劑包括叛酸酯、N_醯基 肌胺酸酯、磺酸酯、硫酸酯及正磷酸之單酯及二酯(諸 如,磷酸癸酯)。較佳地,陰離子界面活性劑為無金屬之 128376.doc 200925268 界面活性劑。適用於本發明組合物之陽離子界面活性劑包 括胺乙氧基化物、二烷基二甲基銨鹽、二烷基嗎啉鏽鹽、 烷基苯甲基二甲基銨鹽、烷基三甲基銨鹽及烷基吡啶鑌 鹽。較佳地,陽離子界面活性劑為無由素之界面活性劑。 若本發明組合物中採用界面活性劑,則其一般將以約〇以 上至約1重量°/〇,較佳約〇.〇5至約0.2重量%之量存在。 本發明調配物亦可與一或多種合適金屬螯合劑一起調配 以增加調配物在溶液中保持金屬之能力且增強金屬殘留物 在晶圓基板上之溶出。適用於此目的之金屬螯合劑之典型 實例為以下有機酸及其異構體及鹽:(乙二胺)四乙酸 (EDTA)、丁二胺四乙酸、環己烷],2-二胺四乙酸 (CyDTA)、二伸乙三胺五乙酸(DETPA)、乙二胺四丙酸、 (經基乙基)乙二胺三乙酸(HEDTA)、N,N,N,,N,-乙二胺四 (亞甲基膦)酸(EDTMP)、三伸乙四胺六乙酸(ttha)、l,3-二胺基-2-羥基丙烷-N,N,N,,N'-四乙酸(DHPTA)、曱基亞胺 基二乙酸、丙二胺四乙酸、硝基三乙酸(NTA)、檸檬酸、 酒石酸、葡萄糖酸、葡萄糖二酸、甘油酸、草酸、鄰苯二 甲酸、順丁烯二酸、扁桃酸、丙二酸、乳酸、水楊酸、兒 茶紛、五倍子酸、沒食子酸丙醋、連苯三紛、8_經基啥琳 及半胱胺酸。較佳之金屬螯合劑為胺基羧酸,諸如環己 烧-1,2-二胺四乙酸(CyDTA)。調配物中可以約〇以上至約1 重量%之量,較佳以約〇·〇5至約〇 2重量%之量存在至少一 種金屬螯合劑。 本發明之清洗組合物係用於藉由使微電子裝置與本發明 128376.doc -16- 200925268 之清洗組合物在適合溫度下接觸合適時間以自微電子裝置 移除光阻或電漿或蝕刻殘留物,從而自微電子裝置清洗光 阻或電漿或蝕刻殘留物。 本發明由以下說明性實例說明,但不限於該等實例。 以下為適用於本發明組合物之”棕色Ί基縣共輛寡 聚物或聚合物的實例。 棕色組份A:在7(TC之溫度下,使1〇〇 g果糖與水之5〇5〇
重量混合物與50 g單乙醇胺反應約3小時。 棕色組份纟7rc之溫度下,使_ g果糖與水之5〇5〇 重量混合物與16 g單乙醇胺反應約3小時。 標色組份C:在7(TC之溫度下,使100 g果糖與水之5〇:5〇 重量混合物與5 g單乙醇胺反應約3小時。 你咖度下,使100 g果糖與水之5〇:5〇 重量混合物與1 g單乙醇胺反應約3小時。 棕色組份E:將50 g果糖溶解於1〇g水中且將混合物加熱 至,且接著添加20.8 §單異丙醇胺’溶 液自身加熱且在沸騰作用下釋放水。 棕色組份F:將50 g果糖溶解於1〇g水中且將混合物加熱 至8〇t,且接著添加29 2 §二乙醇胺,溶液 自身加熱且在沸騰作用下釋放水。 椋色組份G:將50 g果糖溶解於1〇g水中且將混合物加熱 至80°C ’且接著添加41.9 g三乙醇胺,溶液 自身加熱且在沸騰作用下釋放水。 棕色組伤Η .將50 g果糖溶解於1 〇 g水中且將混合物加熱 128376.doc 200925268 至80 C,且接著添加26 5 g二伸乙三胺溶 液自身加熱且在沸騰作用下釋放水。 掠色組伤J · 將5 0 g果糖浪1 Λ * . ^木糖/合解於10 g水中且將混合物加熱 至80C,且接著添加2〇8 §胺基乙酸(甘胺 酸),溶液自身加熱且在沸騰作用下釋放 水。 標色組份K :將5 0 g葡翁輔·:资~ ! Λ , g 甸糖/奋解於1 〇 g水中且將混合物加
Ο 熱至80 C,且接著添加17,0 g單乙醇胺,溶 液自身加熱且在沸騰作用下釋放水。 標色組份L ·將5 0 g丰筹丨撼、.交紐分^ j Λ | S干孔糖/合解於i〇 g水中且將混合物加 熱至80 C,且接著添加20.8 g單乙醇胺,溶 液自身加熱且在沸騰作用下釋放水。 棕色組份M:在7〇°C下’使5〇 g i-經基_2_丙軋與水之 50:50混合物與8 g單乙醇胺反應約丨小時。 棕色組份N .在7(TC下,使50 g二羥基丙酮與水之5〇:5〇混 合物與8 g單乙醇胺反應約1小時。 關於棕色組分E-L,"自身加熱》係指反應為放熱,因此 可自身加熱。 出於比較之目的製備^羥基羰基化合物與胺之比較性 ”黃色”反應產物。此等黃色反應產物如下: η色組份14 .使1〇〇 g果糖與水之5〇:5〇重量混合物與16呂 單乙醇胺一起在7〇〇c之溫度下反應,歷時約 3小時’然後在約2(TC之室溫下置放隔夜。 黃色組份15 :使1〇〇 g果糖與水之5〇:5〇重量混合物,與%经
IS 128376.doc 200925268 單乙醇胺一起在70°C之溫度下反應隔夜,然 後在約20°C之室溫下置放1週。 製備其他比較性組合物,其中僅採用果糖,亦即未與含 胺或氨之化合物反應從而提供Cu蝕刻速率之基線量測。 以下列方式測試本發明組合物及比較性組合物之銅蝕刻 抑制作用。在約20°C下,將銅毯覆式晶圓置於包含測試組 合物之150 ml燒杯中。以約200 rpm將組合物攪拌15分鐘, Cu表面遠離攪拌棒。藉由向以下兩種鹼溶液中之一者中添 加上文所述之”棕色"組份或上文所述之"黃色比較組份, 或僅添加果糖來製備測試組合物。鹼溶液# 1 :由3.25 g 40% NH4F 水溶液(1.3 g NH4F 及 1.95 g 水)、4.33 g 30% NH4OH水溶液(1.3 g NH4OH 及 3.03 g水)、466.82 g去離子 水組成;總溶液重量為474.4 g。鹼溶液# 2由1.75 g 40% NH4F水溶液(0.7 g NH4F及1.05 g水)及足以使本發明組合物 之總重量為100 g之去離子水組成。 組合物及測試結果呈現於表1中。 棕色或黃色組份 量 鹼溶液 量 組合物pH值 Cu蚀刻速率 A/min. 掠色組份A 5.15 g 驗溶液#1 94.85 g 10.003 3.39 棕色組份B 5.15 g 鹼溶液#1 94.85 g 9.57 4.64 棕色組份B 1.7g 鹼溶液#1 98.3 g 9.58 4.64 棕色溶液c 5.15 g 鹼溶液#1 94.85 g 9.57 8.90 棕色組份D 5.15 g 鹼溶液#1 94.85 g 9.59 17.08 掠色組份E 鹼溶液#2 5.52 3.04 51 g 49 g (稀釋20倍以供使用) (稀釋20倍以供使用) 128376.doc -19- 200925268 棕色組份F 51S 鹼溶液#2 49 g 5.85 (稀釋20倍以供使用) 0.83 (稀釋20倍以供使用) 棕色組份G 51 R 鹼溶液#2 49 g 7.94 (稀釋20倍以供使用) 9.04 (稀釋20倍以供使用) 棕色組份Η 51g 鹼溶液#2 49 g 9.17 (稀釋20倍以供使用) 14.47 (稀釋20倍以供使用) 標色組份J _ 51 g 鹼溶液#2 49 g 9.19 (稀釋20倍以供使用) 1.16 (稀釋20倍以供使用) 棕色組份κ -51β 鹼溶液#2 49 g 5.67 (稀釋20倍以供使用) 2.24 (稀釋20倍以供使用) 棕色組份L 5U 鹼溶液#2 49 g 5.18 (稀釋20倍以供使用) 1.35 (稀釋20倍以供使用) 棕色組份Μ 2.58 e 驗溶液#1 47.42 g 8.24 0.84 棕色組份Μ 0.85 e 鹼溶液#1 49.15 g 8.07 5.4 標色組份N 2-58 g 鹼溶液#1 47.42 g 7.54 r 4.38 棕色組份N 0.85 ε 鹼溶液#1 49.15 g 7.11 9.51 黃色組份1 i-lg 98.3 g 9.840 49.05 黃色組份2 5.1 g__ 94.9 g 10.213 35.26 僅果糖 l-7g 94.85 g 9.59 47 測试右干種化合物以確證α-經基幾基化合物在與胺之反 應中提供適當銅腐♦虫抑制作用之必要性。測試不同類型之 Q 羰基化合物;酮(丙酮,H3CCOCH3)、二酮(2,3-戊二酮, H3CCOCOCH2CH3)、醛(曱醛,HCOH)及兩種不同α_經基 羰基化合物(1-羥基-2-丙酮,CH3COCH2OH及1,3-二經基丙 _,HOCH2COCH2OH)。由表2可見,丙鲷及曱搭在與單乙 • 醇胺結合使用時皆未展示益處。相反,當使用α-經基幾基 化合物1-經基-2-丙酮及1,3-二經基丙酮時,Cu餘刻速率比 單乙醇胺之蝕刻速率低約20倍。亦已展示,藉由使用二 酮、2,3-戊二嗣可獲得合理之腐蚀抑制作用。此藉由有機 化學中熟知的酮·烯醇互變現象來解釋,此將提供若干化 128376.doc -20- 200925268 學平衡濃度之α-經基幾基化合物(Jones, Μ ; Organic Chemistry 1997, W.W. Norton & Company, Inc., 500 Fifth Avenue, New York,N. Y. 10 110)。清楚表明 a-經基幾基化 合物之必要性的其他資料為使用4-羥基-4-甲基2-戊酮(β-羥 基羰基化合物)之結果。此化合物未展示銅相容性之改 良,強烈表明需要a-經基裁基化合物。 在70°C下,DMSO、NMP或其混合物中測試組合物之銅 蝕刻速率(人/min)闡述於表2中。所有組合物利用單乙醇胺 $ 作為與所列出之化合物在70°C下反應約3小時之胺。 表2 反應產物 DMSO中之Cu蝕刻速率 (A/min) NMP中之Cu蝕刻速率 (A/min) 空白:單乙醇胺(MEA) > 100 >100 單乙醇胺+丙酮 192.3 單乙醇胺+曱醛 19.3(使用 NMP:DM SO之2:1混合物) 單乙醇胺+乙二醛 33.3(使用NMP:DMSO之2:1混合物) 單乙醇胺+ 1-羥基-2-丙 酮 1.1 1.5 單乙醇胺+1,2-二羥基丙 酮 4.7 1.0 單乙醇胺+2,3-戊二酮 10.4 5.1 單乙醇胺+4-羥基-4-曱 基2-戊酮 267.1 本發明組合物提供與已知含氟化物之微電子清洗組合物 類似的光阻或電漿或蝕刻殘留物自微電子裝置之清洗,但 無使用已知含氟化物之清洗組合物所遭遇的顯著銅腐蝕。 較佳之本發明清洗組合物含有約1.74重量份果糖與單乙醇 胺之寡聚或聚合共輛物,約0.06重量份氟化銨及約98.2重 量份水。 128376.doc -21 - 200925268 儘管本文已參考本發明之特定實施例 瞭解可不悖離本文所揭示 ,L發明,但應 發月概念的精神及範疇下作出 卩、> 正及變化。因此’意欲涵蓋所有該等在所附申請 專利範圍之精神及範_内之改變、修正及變化。
Ο 128376.doc **22-
Claims (1)
- 200925268 十、申請專利範圍: 1. 一種水性或半水性含氟化物之微電子清洗組合物,其含 有:⑷至少一種提供氣離子之氟化合物,⑻至少一種: 羥基羰基化合物與胺或銨化合物之"棕&,,寡聚或聚合:~ 軛物,及(C)水。 σ ^ ,2.如〖凊求項1之組合物,其中該(X-羥基羰基化合物為式 R CH(〇H)CQR2化合物,其中Ri及r2#獨立地選自由η、 月曰族基團及環狀基图組成之群。 ❽3. >請求項2之組合物,其中在該α·羥基羰基化合物中,ri 及R2係獨立地選自由Η、CH3及(CH2)nCH3組成之群,其 中η為0至20之整數,且該α•羥基羰基化合物與胺或銨化 δ物之寡聚或聚合共輛物在約3〇〇至330 nm處具有吸收 峰’且該吸收峰在約600至800 nm處開始。 4. 如請求項1之組合物,其中該心羥基羰基化合物為選自由 阿拉伯糖(arabinose)、來蘇糖(lyx〇se)、核糖、去氧核 ◎ 糖、木糖、核酮糖、木酮糖、阿洛糖(all〇se)、阿卓糖 (altrose)、半乳糖、葡萄糖、古洛糖(gUi〇se)、艾杜糖 (idose)、甘露糖、果糖、阿洛酮糖、山梨糖、塔格糖 (tagatose)、甘露庚酮糖、景天庚酮糖、辛酮糖 ' (octulose)、2-酮基-3-去氧-甘露-辛酸酯及唾液糖 (sialose)組成之群之單醣,且該α_羥基羰基化合物與胺 或銨化合物之寡聚或聚合共軛物在約300至330 nm處具 有吸收峰,且該吸收峰在約600至800 nm處開始。 5. 如請求項1之組合物,其中該α_羥基羰基化合物與胺或銨 128376.doc 200925268 化合物之寡聚或聚合共軛物為果糖與單乙醇胺之共耗 物。 6. 如請求項5之組合物,其中該果糖與單乙醇胺之寡聚或 聚合共軛物在約300至330 nm處具有吸收峰,且該吸收 峰在約6〇〇至800 nm處開始。 7. 如請求項6之組合物,其中該共軛物係藉由將果糖與單 乙醇胺一起在至少70 t之溫度下加熱至少3小時而製 8. 如請求項丨之組合物,其包含氟化銨作為氟化合物。 9. 如請求項5之組合物,其包含氟化銨作為氟化合物。 10. 如請求項9之組合物,其中該組合物額外包含氫氧化 锻。 11. 如咕求項1之組合物,其中該組合物之pH值為約pH 7至 約 PH 10.8 〇 12. 如吻求項5之組合物,其中該組合物之值為約7至 約 PH 10.8 〇 13. 如咕求項!之組合物,其包含約〇 〇〇〇ι至約1〇重量%氟化 物組份;約(M至約20重量%募聚或聚合共軛物組份,及 約10至約99.9重量%水。 14. 如吻求項5之組合物,其包含約〇 5至約1重量%氟化物組 伤,約3至約7重量%果糖與單乙醇胺之募聚或聚合共軛 物組份,及約85至約96.5重量%水。 15. 如請求項丨之組合物,其額外包含選自由界面活性劑、 無金屬離子之鹼、極性可與水混溶之有機溶劑、多元醇 128376.doc 200925268 及金屬聲合劑組成之群的一或多種組份。 16.如吻求項5之組合物,其額外包含選自由界面活性劑、 無金屬離子之驗、極性可與水混溶之有機溶劑、多元醇 及金屬t合劑組成之群的一或多種組份。 ‘ 17·如吻求項5之組合物’其包含約1.74重量份果糖與單乙醇 胺之寡聚或聚合共軛物,約〇〇6重量份氟化銨及約982 重量份水。 ❾ 18.如清求項1之組合物’其中該棕色共軛物具有約0,5 eV或 更低之能帶隙。 19. 如咐求項5之組合物,其中該棕色共軛物具有約ο」或 更低之能帶隙。 20. —種自微電子基板清洗光阻、污染物或蝕刻或灰份殘留 物之方法’其包含使該微電子基板與清洗組合物在足以 移除光阻、污染物或餘刻或灰份殘留物之溫度及時間下 接觸,其中該清洗組合物含有:(a)至少一種提供氟離子 Q 之氟化合物,(b)至少一種α-羥基羰基化合物與胺或銨化 合物之"棕色”募聚或聚合共軛物,及(c)水。 21. 如請求項20之方法,其中該心羥基羰基化合物為式 R CH(OH)COR2化合物,其中Ri&R2係獨立地選自由η、 * 脂族基團及環狀基團組成之群。 22. 如請求項20之方法,其中該心羥基羰基化合物為選自由 阿拉伯糖、來蘇糖、核糖、去氧核糖、木糖、核酮糖、 木酮糖、阿洛糖、阿卓糖、半乳糖、葡萄糖、古洛糖、 艾杜糖、甘露糖、果糖、阿洛酮糖、山梨糖、塔格糖、 128376.doc 200925268 甘露庚酮糖、景天庚酮糖、辛輞糖、2_酮基_3_去氧-甘 露-辛酸酯及唾液糖組成之群之單醣,且該α_羥基羰基化 合物與胺或銨化合物之寡聚或聚合共軛物在約300至33〇 nm處具有吸收峰,且該吸收峰在約6〇〇至8〇〇 處開 始0 23·如請求項20之方法,其中該α-羥基羰基化合物與胺或銨 化合物之募聚或聚合共輛物為果糖與單乙醇胺之共扼 物,且在約300至330 nm處具有吸收峰,且該吸收锋在 約600至800 nm處開始。 24.如請求項23之方法,其中該共軛物係藉由將果糖與單乙 醇胺一起在至少70°C之溫度下加熱至少3小時而製備。 25·如請求項24之方法,其中該組合物含有氟化銨作為氟化 合物且該組合物具有約pH 7至約pH 1〇_8之pH值,且該共 輛物具有約0.5 eV或更低之能帶隙。 ❹ 128376.doc 200925268 七、指定代表圖: (一) 本案指定代表圖為:(無) (二) 本代表圖之元件符號簡單說明: 八、本案若有化學式時,請揭示最能顯示發明特徵的化學式: (無)128376.doc
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US9536730B2 (en) | 2012-10-23 | 2017-01-03 | Air Products And Chemicals, Inc. | Cleaning formulations |
WO2017023348A1 (en) * | 2015-08-06 | 2017-02-09 | Kyzen Corporation | Water tolerant solutions and process to remove polymeric soils and clean micro electronic substrates |
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